Divergent synthesis of difluoromethylated indole-3-carbinols, bisindolylmethanes and indole-3-methanamines.

Qu, Yifei; Cai, Xiaojia; Guan, Yuzhuang; Tan, Jiamin; Cai, Zhangping; Liu, Minyun; Huang, Yasi; Hu, Jinhui; Chen, Wen-Hua; Wu, Jia-Qiang

Qu, Yifei; Cai, Xiaojia; Guan, Yuzhuang; Tan, Jiamin; Cai, Zhangping; Liu, Minyun; Huang, Yasi; Hu, Jinhui; Chen, Wen-Hua; Wu, Jia-Qiang.

Afiliación

Qu Y; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Cai X; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Guan Y; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Tan J; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Cai Z; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Liu M; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Huang Y; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Hu J; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Chen WH; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.
Wu JQ; School of Biotechnology and Health Sciences, Wuyi University, No. 99 Yingbin Road, Jiangmen 529020, China. wyuchemwjq@wyu.edu.cn.

Org Biomol Chem ; 22(1): 90-94, 2023 Dec 20.

Article en En | MEDLINE | ID: mdl-38047717

RESUMEN

Indole-3-carbinol, bisindolylmethanes (BIMs) and indole-3-methanamines exhibit diverse therapeutic activities. Fluorinated molecules are widely used in pharmaceuticals. Herein we report a facile and straightforward method for the successful synthesis of difluoromethylated indole-3-carbinols, bisindolylmethanes and indole-3-methanamines by a Friedel-Crafts reaction. The reaction involves the in situ generation of difluoroacetaldehyde from difluoroacetaldehyde ethyl hemiacetal in the presence of a base or an acid. This protocol is distinguished by its good to excellent yields, broad substrate compatibility, good functional group tolerance and scalability.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido

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