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O’Connell, E. J. Jr. et al. published their research in Photochemistry and Photobiology in 1971 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Application In Synthesis of 2-Phenylisoindolin-1-one

Absorption and emission studies of electronic states of N-arylbenzamides was written by O’Connell, E. J. Jr.;Delmauro, M.;Irwin, J.. And the article was included in Photochemistry and Photobiology in 1971.Application In Synthesis of 2-Phenylisoindolin-1-one This article mentions the following:

Absorption and emission spectra of benzanilide, 1-naphthamide, N-phenylphthalimidine, naphthalene, BzNMePh and AcNHPh were obtained in solvents such as EtOH, benzene and 5:5:2 Et2O-isopentane-EtOH at 298 and 77掳K. Quantum yields were dependent on matrix viscosity and temperature Singlet-triplet splittings for the N-arylbenzamides, determined from the emission spectra, were small for 蟺,蟺* states (鈭?1500 cm-1). Phosphorescence maximum were blue-shifted relative to the fluorescence maximum Intersystem crossing efficiencies were consistent with S1 鈫?S0 radiationless decay. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Application In Synthesis of 2-Phenylisoindolin-1-one).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Lin et al. published their research in Angewandte Chemie, International Edition in 2020 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Formula: C14H9NO2S

A Unified Strategy for Arylsulfur(VI) Fluorides from Aryl Halides: Access to Ar-SOF₃ Compounds was written by Wang, Lin;Cornella, Josep. And the article was included in Angewandte Chemie, International Edition in 2020.Formula: C14H9NO2S This article mentions the following:

A convenient protocol to selectively access various arylsulfur(VI) fluorides from com. available aryl halides in a divergent fashion is presented. Firstly, a novel sulfenylation reaction with the electrophilic N-(chlorothio)phthalimide (Cl-S-Phth) and arylzinc reagents afforded the corresponding Ar-S-Phth compounds Subsequently, the S(II) atom was selectively oxidized to distinct fluorinated sulfur(VI) compounds under mild conditions. Slight modifications on the oxidation protocol permit the chemoselective installation of 1, 3, or 4 fluorine atoms at the S(VI) center, affording the corresponding Ar-SO₂F, Ar-SOF₃, and Ar-SF₄Cl. Of notice, this strategy enables the effective introduction of the rare and underexplored -SOF₃ moiety into various (hetero)aryl groups. Reactivity studies demonstrate that such elusive Ar-SOF₃ can be used as a linchpin for the synthesis of highly coveted aryl sulfonimidoyl fluorides (Ar-SO(NR)F). In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Formula: C14H9NO2S).

Jung, So Hyun et al. published their research in Asian Journal of Organic Chemistry in 2019 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.SDS of cas: 14204-27-4

Enantioselective Synthesis of Chiral 伪-Alkylthiomalonates via a Phase-Transfer-Catalyzed 伪-Sulfenylation of 伪-Alkylmalonates was written by Jung, So Hyun;Kim, Byungsoo;Park, Cheonhyoung;Kim, Jeongseok;Ha, Min Woo;Hong, Suckchang;Park, Hyeung-geun. And the article was included in Asian Journal of Organic Chemistry in 2019.SDS of cas: 14204-27-4 This article mentions the following:

A synthetic method for accessing chiral 伪-alkylthio-伪-alkylmalonates I (R = allyl, i-Pr, C₆H₅, etc.) was successfully established. The enantioselective 伪-sulfenylation of 伪-alkylmalonates via phase-transfer catalysis [N-alkylthiophthalimide, 50% aqueous KOH, toluene, -40掳 and N-2′,3′,4′-trifluorophenyl-dihydroquinidium bromide] provided the corresponding 伪-alkylthio-伪-alkylmalonates in high chem. yields (up to 97%) and optical purities (up to 90% ee). In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4SDS of cas: 14204-27-4).

Fang, Zhang et al. published their research in European Journal of Organic Chemistry in 2022 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Safety of 2-Phenylisoindolin-1-one

A New Approach to Isoindolinones: Rhodium(III)-Catalyzed [3+2] Annulation Reactions of N-Methoxybenzamides with Bis(tosylamido)methane was written by Fang, Zhang;Shu, Sai;Zhou, Guanyu;Deng, Zefeng;Huang, Pengcheng;Li, Bao;Zhao, Yingsheng. And the article was included in European Journal of Organic Chemistry in 2022.Safety of 2-Phenylisoindolin-1-one This article mentions the following:

A new approach to the synthesis of isoindolinones I (R = H, Me, OMe, etc.; R¹ = Me, OPh, Cl, etc.; R² = Cl, Me, (cyclopropylmethyl)oxidanyl, etc.; R³ = H, Cl; R⁴ = H, 2-Me, 4-Br, etc.) via direct coupling of N-methoxybenzamides 2R-3R¹-4R²-5R³C₆HC(O)NHOMe and bis(tosylamido)methane (R⁴NH)₂CH₂ with rhodium(III) as catalyst has been developed. The reaction is performed under mild conditions without oxidant, and is compatible with various functional groups. Compared with the previously reported methods for constructing isoindolinone skeletons, this method involves a novel [3+2] cyclization, and affords a wide variety of isoindolinones I in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Safety of 2-Phenylisoindolin-1-one).

Shirakawa, Seiji et al. published their research in Organic Letters in 2013 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.HPLC of Formula: 14204-27-4

Design of Chiral Bifunctional Quaternary Phosphonium Bromide Catalysts Possessing an Amide Moiety was written by Shirakawa, Seiji;Tokuda, Takashi;Kasai, Atsuyuki;Maruoka, Keiji. And the article was included in Organic Letters in 2013.HPLC of Formula: 14204-27-4 This article mentions the following:

Novel bifunctional quaternary phosphonium bromides possessing an amide moiety were designed for the highly enantioselective sulfenylation and chlorination of 尾-ketoesters under base-free phase-transfer conditions [e.g., sulfenylation of tert-Bu 1-oxo-2-indancarboxylate with N-(phenylthio)phthalimide in water/toluene in presence of sulfonium catalyst I.Br^– afforded II (98% yield, 94% ee)]. The tuning of an amide moiety of the catalyst was crucial to achieve high reactivity and enantioselectivity. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4HPLC of Formula: 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.HPLC of Formula: 14204-27-4

Basak, Shyam et al. published their research in ACS Catalysis in 2020 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Formula: C10H10BrN

B(C₆F₅)₃-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles was written by Basak, Shyam;Alvarez-Montoya, Ana;Winfrey, Laura;Melen, Rebecca L.;Morrill, Louis C.;Pulis, Alexander P.. And the article was included in ACS Catalysis in 2020.Formula: C10H10BrN This article mentions the following:

A new approach to the direct C3-alkylation of indoles and oxindoles using a B(C₆F₅)₃ catalyst and amine-derived alkylating agents to give arylated indole derivatives I [R = H, Me, n-hexyl, Bn; R¹ = H, Me, Ph; R² = H, 4-Me, 5-Cl, etc.; R³ = Me, Et, Bn, etc.] and oxindole derivatives II [R⁴ = H, 5-F, 6-Me, etc.; R⁵ = CO₂Et, Ph, 4-MeC₆H₄, etc.] were reported. Also this borane-catalyzed strategy in alkylation-ring opening cascade process to afford functionalized indoles III [R₆ = H, Me; R⁷ = H, Me; R⁸ = H, 5-OMe; R⁹ = 2,4,6-(Me)₃C₆H₂, 2-MeOC₆H₄, 2-Me-4-MeOC₆H₃, 2,6-(Me)₂-4-MeOC₆H₂] was reported. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Formula: C10H10BrN).

Liu, Yungen et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2010 | CAS: 210345-56-5

Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Recommanded Product: 210345-56-5

[Fe(F₂₀TPP)Cl] catalyzed intramolecular C-N bond formation for alkaloid synthesis using aryl azides as nitrogen source was written by Liu, Yungen;Wei, Jinhu;Che, Chi-Ming. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2010.Recommanded Product: 210345-56-5 This article mentions the following:

The syntheses of alkaloids including indoles, indolines, tetrahydroquinolines, dihydroquinazolinones and quinazolinones were accomplished in moderate to excellent yields via [Fe(F₂₀TPP)Cl] (I) catalyzed intramol. C-N bond formation using aryl azides as nitrogen source. E.g., dihydroquinazolinone derivative II was prepared with 83% yield by refluxing N₃-2-C₆H₄CON(CH₂Ph)₂ with I in (ClCH₂)₂. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5Recommanded Product: 210345-56-5).

Nigovic, Biljana et al. published their research in Acta Crystallographica, Section B: Structural Science in 1996 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C10H8ClNO2

Structural studies on monohalogenated derivatives of the phytohormone indole-3-acetic acid (auxin) was written by Nigovic, Biljana;Kojic-Prodic, Biserka;Antolic, Snjezana;Tomic, Sanja;Puntarec, Vitomir;Cohen, Jerry D.. And the article was included in Acta Crystallographica, Section B: Structural Science in 1996.Synthetic Route of C10H8ClNO2 This article mentions the following:

The physiol. properties of the phytohormone (auxin) indole-3-acetic acid (IAA) and its ring substituted derivatives have so far been rationalized by a number of contradictory hypotheses based on incomplete structural data deduced mainly by inspection of mol. models. To give more evidence for structure-activity relations of monohalogenated IAA’s, the mol. structures of the natural auxin 4-Cl-IAA as well as 5-Cl-IAA, 6-Cl-IAA, 7-Cl-IAA and 5-Br-IAA are compared, as revealed by x-ray anal., and mol. mechanics and dynamics. The influence of the substitution site and the size of the halogen atom and bioactivity is discussed. The typical structural feature of the mols. studied is the slight distortion of part of the indole nucleus around C7: bond length C6-C7 1.368(6) 脜 and C6-C7-C71 117.6(3)掳 (average values of five structures and seven mols.). The conformations of monohalogenated indole-3-acetic acid mols., characteristic for auxins, are defined by rotations about two bonds only: one describes the relative orientation of a side chain towards the indole moiety and the 2nd the orientation of the carboxylic group. The results of x-ray structure anal., and mol. mechanics and dynamics revealed the folded shape of the mols. in all compounds studied. Ab initio calculations showed that the planar conformation can be adopted as well. Crystal data at 297 K for 4-Cl-IAA, 6-Cl-IAA, 7-Cl-IAA and 5-Br-IAA, and at 220 K for 5-Cl-IAA are as follows: 4-Cl-IAA, monoclinic, space group P2₁/c, a 7.313(4), b 17.156(4), c 7.640(4) 脜, 尾 92.71(5)掳, Z = 4, d_c = 1.454, R = 0.037, R_w = 0.039 for 1040 reflections; 5-Cl-IAA, monoclinic, space group P2₁/c, a 19.141(4), b 5.154(2), c 10.323(3) 脜, 尾 116.23(2)掳, Z = 4, d_c = 1.524, R = 0.039, R_w = 0.042 for 1184 reflections; 6-Cl-IAA, orthorhombic, space group Pbca, a 61.08(1), b 12.115(7), c 7.674(5) 脜, Z = 8 (3 mols./Z), d_c = 1.471, R = 0.052, R_w = 0.052 for 3030 reflections; 7-Cl-IAA, monoclinic, space group P2₁/c, a 20.244(5), b 4.829(2), c 10.728(4) 脜, 尾 116.30(1)掳, Z = 4, d_c = 1.481, R = 0.042, R_w = 0.029 for 889 reflections; 5-Br-IAA, triclinic, space group P1虆, a 5.645(3), b 9.713(4), c 10.019(4) 脜, 伪 116.02(3), 尾 92.67(5), 纬 100.12(4)掳, Z = 2, d_c = 1.754, R = 0.029, R_w = 0.020 for 1865 reflections. At. coordinates are given. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Synthetic Route of C10H8ClNO2).

Yuan, Yu-Chao et al. published their research in Journal of Organic Chemistry in 2019 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Product Details of 5388-42-1

C-H Bond Alkylation of Cyclic Amides with Maleimides via a Site-Selective-Determining Six-Membered Ruthenacycle was written by Yuan, Yu-Chao;Goujon, Marion;Bruneau, Christian;Roisnel, Thierry;Gramage-Doria, Rafael. And the article was included in Journal of Organic Chemistry in 2019.Product Details of 5388-42-1 This article mentions the following:

The first example of a ruthenium-catalyzed C-H bond alkylation via six-membered ruthenacycles is presented. This is disclosed for the C-H bond alkylation of biol. relevant cyclic amides with maleimide derivatives The cyclic tertiary amide core acted as a directing group (DG) enabling formation of six-membered cycloruthenated species responsible for the control of the regio- and site selectivity of the reaction as well as the excellent functional group tolerance. Unexpectedly, cyclic amides were found to be better DGs than pyridine-containing ones or cyclic imides for this type of C-H bond functionalization. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Product Details of 5388-42-1).

Ludt, Robert E. et al. published their research in Journal of Organic Chemistry in 1971 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Application of 5388-42-1

Effect of tetramethylethlylenediamine on the metalation of N-methyl and N-phenylbenzylamine with n-butyllithium. Deuteration and electrophilic condensations of intermediate lithioamines. Cyclodehydrations to give N-substituted isoindolines was written by Ludt, Robert E.;Hauser, Charles R.. And the article was included in Journal of Organic Chemistry in 1971.Application of 5388-42-1 This article mentions the following:

PhCH2NHMe underwent dimetalation with BuLi-Me2NCH2CH2NMe2 (TMEDA) predominantly at the N and the o-benzyl positions as evidenced by deuteration studies. The intermediate o-LiC6H4CH2NMeLi was condensed with BzPh, BzH, cyclohexanone, BzMe, and BzEt. The resulting o-carbinolamines from the BzPh and BzH condensations underwent acid-catalyzed cyclodehydration to form N-methylisoindoline derivatives, while the ortho codensation products from the latter 3 ketones underwent acid-catalyzed linear dehydration reactions, rather than cyclodehydration to form isoindolines. N-Phenylbenzylamine was similarly dimetalated at the N and o-benzyl positions with TMEDA activated BuLi. o-Carbonyl addition reactions of the dilithio amine intermediate with CO2, BzPh, BzH, and 9-fluorenone resulted in an acid and o-carbinolamines, which were readily cyclodehydrated to N-phenylphthalimidine and N-phenylisoindoline derivatives In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Application of 5388-42-1).