Tag: 185.15

General Synthesis of Unsymmetrical 3,3′-(Aza)diindolylmethane Derivatives was written by Pillaiyar, Thanigaimalai;Gorska, Ewelina;Schnakenburg, Gregor;Mueller, Christa E.. And the article was included in Journal of Organic Chemistry in 2018.Synthetic Route of C9H6F3N This article mentions the following:

Diindolylmethane (DIM) and its derivatives have recently been in the focus of interest due to their significant biol. activities, specifically in cancer prevention and therapy. Mol. targets of DIM have been identified, e.g., the immunostimulatory G protein-coupled receptor GPR84. However, most of the reported and investigated DIM derivatives are sym. because general methods for obtaining unsym. DIMs have been lacking. To optimize the interaction of DIM derivatives with their protein targets, unsym. substitution is required. In the present study we developed a new, mild and efficient access to unsym. substituted 3,3′-DIMs by reaction of (3-indolylmethyl)trimethylammonium iodides with a wide range of substituted indole derivatives 7-Azaindole also led to the 3,3′-connected DIM analog, while 4- and 5-azaindoles reacted at the N1-nitrogen atom as confirmed by X-ray crystallog. The reactions were performed in water without the requirement of a catalyst or other additives. Wide substrate scope, operational simplicity, environmentally benign workup, and high yields are further advantages of the new method. The synthetic protocol proved to be suitable for upscaling to yield gram amounts for pharmacol. studies. This procedure will allow the preparation of a broad range of novel, unsym. DIM derivatives to exploit their potential as novel drugs. In the experiment, the researchers used many compounds, for example, 6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9Synthetic Route of C9H6F3N).

6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Synthetic Route of C9H6F3N

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

Rhodium(III)-catalyzed regioselective C(sp²)-H activation of indoles at the C4-position with iodonium ylides was written by Wu, Fuhai;Xiao, Lin;Xie, Hui;Chen, Shao-Yong;Song, Jia-Lin;Zheng, Yi-Chuan;Liu, Yan-Zhi;Zhang, Shang-Shi. And the article was included in Organic & Biomolecular Chemistry in 2022.Synthetic Route of C9H6F3N This article mentions the following:

A Rh(III)-catalyzed C4-selective activation of indoles by using iodonium ylides as carbene precursors was reported. This protocol proceeded under redox neutral reaction conditions and provided important coupling products with good tolerance of functional groups and high yields. In addition, one-pot synthesis and scale-up and mechanistic studies were also conducted. In the experiment, the researchers used many compounds, for example, 6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9Synthetic Route of C9H6F3N).

6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9) 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Synthetic Route of C9H6F3N

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

General Synthesis of Unsymmetrical 3,3′-(Aza)diindolylmethane Derivatives was written by Pillaiyar, Thanigaimalai;Gorska, Ewelina;Schnakenburg, Gregor;Mueller, Christa E.. And the article was included in Journal of Organic Chemistry in 2018.Synthetic Route of C9H6F3N This article mentions the following:

Diindolylmethane (DIM) and its derivatives have recently been in the focus of interest due to their significant biol. activities, specifically in cancer prevention and therapy. Mol. targets of DIM have been identified, e.g., the immunostimulatory G protein-coupled receptor GPR84. However, most of the reported and investigated DIM derivatives are sym. because general methods for obtaining unsym. DIMs have been lacking. To optimize the interaction of DIM derivatives with their protein targets, unsym. substitution is required. In the present study we developed a new, mild and efficient access to unsym. substituted 3,3′-DIMs by reaction of (3-indolylmethyl)trimethylammonium iodides with a wide range of substituted indole derivatives 7-Azaindole also led to the 3,3′-connected DIM analog, while 4- and 5-azaindoles reacted at the N1-nitrogen atom as confirmed by X-ray crystallog. The reactions were performed in water without the requirement of a catalyst or other additives. Wide substrate scope, operational simplicity, environmentally benign workup, and high yields are further advantages of the new method. The synthetic protocol proved to be suitable for upscaling to yield gram amounts for pharmacol. studies. This procedure will allow the preparation of a broad range of novel, unsym. DIM derivatives to exploit their potential as novel drugs. In the experiment, the researchers used many compounds, for example, 6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9Synthetic Route of C9H6F3N).

6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Synthetic Route of C9H6F3N

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

Rhodium(III)-catalyzed regioselective C(sp²)-H activation of indoles at the C4-position with iodonium ylides was written by Wu, Fuhai;Xiao, Lin;Xie, Hui;Chen, Shao-Yong;Song, Jia-Lin;Zheng, Yi-Chuan;Liu, Yan-Zhi;Zhang, Shang-Shi. And the article was included in Organic & Biomolecular Chemistry in 2022.Synthetic Route of C9H6F3N This article mentions the following:

A Rh(III)-catalyzed C4-selective activation of indoles by using iodonium ylides as carbene precursors was reported. This protocol proceeded under redox neutral reaction conditions and provided important coupling products with good tolerance of functional groups and high yields. In addition, one-pot synthesis and scale-up and mechanistic studies were also conducted. In the experiment, the researchers used many compounds, for example, 6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9Synthetic Route of C9H6F3N).

6-(Trifluoromethyl)-1H-indole (cas: 13544-43-9) 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Synthetic Route of C9H6F3N

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