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Song, Bo et al. published their research in Dyes and Pigments in 2009 | CAS: 146368-07-2

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) 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. 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 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate

The synthesis and photostability of novel squarylium indocyanine dyes was written by Song, Bo;Zhang, Qian;Ma, Wen-Hui;Peng, Xiao-Jun;Fu, Xin-Mei;Wang, Bing-Shuai. And the article was included in Dyes and Pigments in 2009.Safety of 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate This article mentions the following:

Novel, water-soluble, squarylium indocyanine dyes with various N-substituents on 3H-indolenine were synthesized. The maxima of absorption and emission wavelengths of the dyes in different solvents were in the range 628-670 nm and exhibited neg. solvatochromism with increasing solvent polarity in protic solvents. Dyes with N-benzyl rings (such as N-benzyl, N-carboxylbenzyl and N-fluorobenzyl) displayed greater photostability than dyes containing N-alkyl groups (such as N-Et and N-carboxylpentanyl) in aqueous solution The electron-withdrawing group (such as carboxyl and fluoro group) on the N-benzyl group of cyanine dyes improved photostability compared to dyes that contained an electron-donating group (such as methyl). The fading constant k of the N-carboxylbenzyl dye was considerably lower than that of the N-carboxylpentanyl dye. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Safety of 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate).

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

Engvild, Kjeld C. et al. published their research in Physiologia Plantarum in 1978 | 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Name: 2-(5-Chloro-1H-indol-3-yl)acetic acid

Substituted indoleacetic acids tested in tissue cultures was written by Engvild, Kjeld C.. And the article was included in Physiologia Plantarum in 1978.Name: 2-(5-Chloro-1H-indol-3-yl)acetic acid This article mentions the following:

Monochloro substituted indole-3-acetic acids inhibited shoot induction in tobacco tissue cultures about as much as IAA. Dichloro substituted indole-3-acetic acids inhibited shoot formation less. Other substituted indoleacetic acids except 5-fluoro- and 5-bromoindole-3-acetic acid were less active than IAA. Callus growth was quite variable and not correlated with auxin strength measured in the Avena coleoptile test. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Name: 2-(5-Chloro-1H-indol-3-yl)acetic acid).

Mizoguchi, Haruki et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2020 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Product Details of 14204-27-4

Synthesis of functionalized cyclopropylboronic esters based on a 1,2-metallate rearrangement of cyclopropenylboronate was written by Mizoguchi, Haruki;Seriu, Masaya;Sakakura, Akira. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Product Details of 14204-27-4 This article mentions the following:

A procedure converting tribromocyclopropane to densely functionalized 尾-selenocyclopropylboronic ester using the 1,2-metalate rearrangement of a boron ate-complex has been developed. Treatment of an in situ-generated cyclopropenylboronic ester ate-complex with phenylselenenyl chloride triggered stereospecific rearrangement to produce functionalized cyclopropanes. DFT calculations for 1,2-metalate rearrangement suggested that the reaction proceeds through a seleniranium intermediate. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Product Details of 14204-27-4).

Lai, Huifang et al. published their research in Organic Chemistry Frontiers in 2022 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Application In Synthesis of 2-Phenylisoindolin-1-one

Chemo-selective control of Ritter-type reaction by coordinatively unsaturated inorganic salt hydrates was written by Lai, Huifang;Xu, Jiexin;Lin, Jin;Su, Biling;Zha, Daijun. And the article was included in Organic Chemistry Frontiers in 2022.Application In Synthesis of 2-Phenylisoindolin-1-one This article mentions the following:

The Ritter-type reaction, without relying on a pre-installed functional group, is a highly efficient tool for the construction of amides. However, the intrinsic chemo-selectivity that determines the generation of amides or byproducts limits the efficiency and yield of the reaction. From 68 different types of hydrates studied, a coordinatively unsaturated inorganic salt hydrate, MgSO₄路2H₂O, controlled chemo-selectivity and eliminated the shortcomings of other synthesis approaches. To rationalize the differences in selectivity of inorganic salt hydrates, their corresponding water content, alkalinity, anions and cations were analyzed. MgSO₄路2H₂O was used with diverse scaffolds and C-H oxygenations, which demonstrated its generality in synthetic utility. Because it is readily available and it significantly improves yield, MgSO₄路2H₂O will have broad application for Ritter-type reactions. 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).

Paintner, Franz F. et al. published their research in Synlett in 2005 | CAS: 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

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).

Oderinde, Martins S. et al. published their research in Journal of Organic Chemistry in 2021 | CAS: 210345-56-5

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

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).

Fang, Ling et al. published their research in Chemistry – A European Journal in 2009 | CAS: 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

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).

Lv, Leiyang et al. published their research in Journal of Organic Chemistry in 2018 | 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C14H9NO2S

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).

Lewis, Frederick D. et al. published their research in Journal of Physical Chemistry A in 2002 | CAS: 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

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).

Papa, Veronica et al. published their research in Catalysis Science & Technology in 2020 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) 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. 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.Related Products of 5388-42-1

Homogeneous cobalt-catalyzed deoxygenative hydrogenation of amides to amines was written by Papa, Veronica;Cabrero-Antonino, Jose R.;Spannenberg, Anke;Junge, Kathrin;Beller, Matthias. And the article was included in Catalysis Science & Technology in 2020.Related Products of 5388-42-1 This article mentions the following:

The first general and efficient cobalt-catalyzed deoxygenative hydrogenation of amides, e.g., I to amines, e.g., II is presented. The optimal catalytic system based on a combination of [Co(NTf₂)₂] and (p-anisyl)triphos in the presence of [Me, ₃SiOTf] as acidic co-catalyst facilitates the direct hydrogenation of a broad range of amides, e.g., I to the corresponding amines e.g., II under mild conditions. A set of control experiments indicate that, after the initial reduction of the amide carboxylic group to the well-known hemiaminal intermediate, the reaction mainly proceeds through C-O bond cleavage though other pathways might be also involved to a minor extent. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Related Products of 5388-42-1).