Day: February 10, 2023

Synthesis of Alocasin A was written by Kim, Se Hun;Sperry, Jonathan. And the article was included in Journal of Natural Products in 2015.Synthetic Route of C20H28BNO5 This article mentions the following:

Herein is reported a synthesis of alocasin A (I), an alkaloid component of Alocasia macrorrhiza, a herbaceous plant used in folk medicine throughout southern Asia. A double Suzuki-Miyaura cross-coupling reaction between a 3-borylindole and 2,5-dibromopyrazine was used to assemble the heteroaromatic framework of the natural product. Removal of the protecting groups gave a synthetic sample of I, the spectroscopic data of which matched those in the isolation report of this compound In the experiment, the researchers used many compounds, for example, tert-Butyl 5-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate (cas: 1256359-99-5Synthetic Route of C20H28BNO5).

tert-Butyl 5-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate (cas: 1256359-99-5) 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.Synthetic Route of C20H28BNO5

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

Temperature- and Conformation-Dependent Luminescence of Benzanilides was written by Lewis, Frederick D.;Liu, Weizhong. And the article was included in Journal of Physical Chemistry A in 2002.Reference of 5388-42-1 This article mentions the following:

The luminescence of benzanilide, N-methylbenzanilide, and two cyclic analogs has been investigated as a function of temperature both in microcrystals and in the glass-forming solvent methyltetrahydrofuran. Potential energy surfaces for small-amplitude geometric relaxation of the excited states and large amplitude twisting about the amide bond in the ground and excited states have been explored using AM1 and RCIS calculations, resp. ZINDO calculations have been used to probe the electronic configuration of the planar and twisted singlet and triplet states. Correlation of the spectroscopic and computational results indicates that at 77 K benzanilide phosphorescence occurs from a planar 蟺,蟺* triplet state whereas fluorescence occurs from a singlet state with partially relaxed geometry. At higher temperatures, large-amplitude geometric relaxation results in the formation of an intramol. charge-transfer (TICT) state that is twisted about the amide C-N bond. This TICT state is responsible for the weak Stokes-shifted fluorescence observed from benzanilide and N-methylbenzanilide in fluid solution Inhibition of amide twisting in cyclic derivatives precludes observation of TICT fluorescence. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Reference of 5388-42-1).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Reference of 5388-42-1

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

FeCl₃-Catalyzed Regio-Divergent Carbosulfenylation of Unactivated Alkenes: Construction of a Medium-Sized Ring was written by Lv, Leiyang;Li, Zhiping. And the article was included in Journal of Organic Chemistry in 2018.Electric Literature of C14H9NO2S This article mentions the following:

A FeCl₃-catalyzed regio-divergent carbosulfenylation of unactivated alkenes with electrophilic N-sulfenophthalimides has been developed. This protocol provides a straightforward and efficient access to various medium-sized rings, especially strained 7- and 8-membered carborings with a sulfur atom attached. The endo/exo selectivity in the reaction depends on the atom number of the chain between arene and alkene. Broad substrate scope, high yields, and gram-scale synthesis exemplified the utility and practicability of this protocol. In addition, this methodol. can be extended to the carboselenylation of isolated alkenes. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Electric Literature of C14H9NO2S).

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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C14H9NO2S

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

Studies on the chemistry of isoindoles and isoindolenines. XXVII. 3-Alkoxy-1H-isoindoles: syntheses and properties was written by Hennige, Hans;Kreher, Richard P.;Konrad, Michael;Jelitto, Frank. And the article was included in Chemische Berichte in 1988.Recommanded Product: 6-Nitroisoindolin-1-one This article mentions the following:

3-Alkoxy-1H-isoindoles I (R = H, 5-O₂N, 6-MeO, 5,6-Me₂, 4,7-Me₂, 5,6-Cl₂, 4,5,6,7-Cl₄; R¹ = Me, Et) were prepared from substituted 2,3-dihydro-1H-isoindol-1-ones by regiospecific O-alkylation with trialkyloxonium tetrafluoroborates or with trifluoromethanesulfonates, and subsequent NH deprotonation. According to the spectroscopic properties, the semicyclic alkyl imidates I exist exclusively in the benzenoid 1H structure; the tautomeric o-quinonoid 2H structure cannot be detected by spectroscopic means. In the experiment, the researchers used many compounds, for example, 6-Nitroisoindolin-1-one (cas: 110568-64-4Recommanded Product: 6-Nitroisoindolin-1-one).

6-Nitroisoindolin-1-one (cas: 110568-64-4) 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). Recommanded Product: 6-Nitroisoindolin-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

Highly Enantioselective Sulfenylation of 尾-Ketoesters: H-Bond Acceptor Catalysis was written by Fang, Ling;Lin, Aijun;Hu, Hongwen;Zhu, Chengjian. And the article was included in Chemistry – A European Journal in 2009.Reference of 14204-27-4 This article mentions the following:

The 伪,伪-diaryl prolinol catalyzed sulfenylation of 尾-ketoesters for the construction of quaternary carbon centers with excellent enantioselectivity and good yield was succeeded developed. Studies suggested that the activation mode involved a mol. interaction rather than a covalent bond. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Reference of 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.Reference of 14204-27-4

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

Photocatalytic Dearomative Intermolecular [2 + 2] Cycloaddition of Heterocycles for Building Molecular Complexity was written by Oderinde, Martins S.;Ramirez, Antonio;Dhar, T. G. Murali;Cornelius, Lyndon A. M.;Jorge, Christine;Aulakh, Darpandeep;Sandhu, Bhupinder;Pawluczyk, Joseph;Sarjeant, Amy A.;Meanwell, Nicholas A.;Mathur, Arvind;Kempson, James. And the article was included in Journal of Organic Chemistry in 2021.Name: Methyl 5-bromo-1H-indole-2-carboxylate This article mentions the following:

Indole and indoline rings are important pharmacophoric scaffolds found in marketed drugs, agrochems., and biol. active mols. The [2 + 2] cycloaddition reaction is a versatile strategy for constructing architecturally interesting, sp³-rich cyclobutane-fused scaffolds with potential applications in drug discovery programs. A general platform for visible-light mediated intermol. [2 + 2] cycloaddition of indoles with alkenes has been realized. A substrate-based screening approach led to the discovery of tert-butyloxycarbonyl (Boc)-protected indole-2-carboxyesters as suitable motifs for the intermol. [2 + 2] cycloaddition reaction. Significantly, the reaction proceeds in good yield with a wide variety of both activated and unactivated alkenes, including those containing free amines and alcs., and the transformation exhibits excellent regio- and diastereoselectivity. Moreover, the scope of the indole substrate is very broad, extending to previously unexplored azaindole heterocycles that collectively afford fused cyclobutane containing scaffolds that offer unique properties with functional handles and vectors suitable for further derivatization. DFT computational studies provide insights into the mechanism of this [2 + 2] cycloaddition, which is initiated by a triplet-triplet energy transfer process. The photocatalytic reaction was successfully performed on a 100 g scale to provide the dihydroindole analog. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5Name: Methyl 5-bromo-1H-indole-2-carboxylate).

Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Name: Methyl 5-bromo-1H-indole-2-carboxylate

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

Synthesis and evaluation of new isatin derivatives for cytotoxic activity was written by Priyanka, K. Blessi;Manasa, C.;Sammaiah, G.. And the article was included in World Journal of Pharmacy and Pharmaceutical Sciences in 2014.Computed Properties of C8H4N2O4 This article mentions the following:

A series of semicarbazones I (R = 5-Br, 7-NO₂, 5-CH₃, etc.) was synthesized and screened for their cytotoxic activity by MTT assay method. All synthesized compounds I exhibited significant cytotoxicity in a concentration-dependent manner. The IC₅₀ values of all test compounds I were found to be between 19.27 and 52.45 mM for MCF-7 cell lines and between 14.10 and 31.6 mM for HeLa cell lines. All the synthesized compounds have shown moderate antioxidant activity. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Computed Properties of C8H4N2O4).

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Computed Properties of C8H4N2O4

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

Synthesis of bis(indolyl)methanes under dry grinding conditions, promoted by a Lewis acid-surfactant-SiO₂-combined nanocatalyst was written by Wu, Zhiqiang;Wang, Gang;Yuan, Shuo;Wu, Dan;Liu, Wanyi;Ma, Baojun;Bi, Shuxian;Zhan, Haijuan;Chen, Xiaoyan. And the article was included in Green Chemistry in 2019.Recommanded Product: 4769-96-4 This article mentions the following:

An in situ developed Lewis acid-surfactant-SiO₂-combined (LASSC) nanocatalyst was used, for the first time, as a green and effective promoting medium for the electrophilic activation of aldehydes RCHO (R = 4-nitrophenyl, 2,4-dichlorophenyl, 3,4-dihydroxyphenyl, etc.) under solvent-free and dry grinding conditions. The advantages of using the LASSC nanocatalyst include avoiding the generation of wastewater containing sodium dodecyl sulfate and the use of toxic reagents, excellent reusability of the catalyst, and obtaining a high yield of bis(indolyl)methanes I (R¹ = 6-NO₂, 2-Me, 3-Me, etc.). In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Recommanded Product: 4769-96-4).

6-Nitro-1H-indole (cas: 4769-96-4) 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. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Recommanded Product: 4769-96-4

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

A general method for the highly regioselective introduction of substituents into the 3-position of 5-unsubstituted 4-O-alkyl tetronates was written by Paintner, Franz F.;Allmendinger, Lars;Bauschke, Gerd. And the article was included in Synlett in 2005.Related Products of 14204-27-4 This article mentions the following:

A new, general method for the highly regioselective introduction of substituents into the 3-position of 5-unsubstituted 4-O-alkyl tetronates was developed. 3-Lithiated 4-alkoxy-2-triisopropylsilyloxyfurans generated from the corresponding 3-iodo-precursors via halogen-metal exchange serve as key intermediates. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Related Products of 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Related Products of 14204-27-4

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