RhIII-Catalyzed formal [5 + 1] cyclization of 2-pyrrolyl/indolylanilines using vinylene carbonate as a C1 synthon

Literature Information

Publication Date 2021-02-08
DOI 10.1039/D1QO00040C
Impact Factor 5.281
Authors

Jiang Nan, Qiong Ma, Jiacheng Yin, Chengyuan Liang, Lei Tian, Yangmin Ma


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Abstract

A rhodium(III)-catalyzed formal C–H [5 + 1] cyclization of 2-pyrrolyl/indolylanilines with vinylene carbonate has been explored towards the potent assembly of diverse 4-methylpyrrolo[1,2-a]quinoxalines. This established protocol is characterized by an exceedingly simple reaction system, and excellent functional group toleration and yields. Most importantly, entirely distinct from documented [4 + 2] cyclization conversions, herein, the emerging vinylene carbonate firstly presents as a C1 synthon to realize [5 + 1] annulation and shows new chemical reactivity. Biological studies indicate that these prepared products are promising candidates in terms of their antibacterial activity.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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