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通过金催化的卡宾转移反应实现咔唑杂环的多C-H官能团化反应

Multi C-H Functionalization Reactions of Carbazole Heterocycles via Gold-Catalyzed Carbene Transfer Reactions.

作者信息

Jana Sripati, Empel Claire, Nguyen Thanh Vinh, Koenigs Rene M

机构信息

RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, 52074, Aachen, Germany.

School of Chemistry, University of New South Wales, 2052, Sydney, Australia.

出版信息

Chemistry. 2021 Feb 5;27(8):2628-2632. doi: 10.1002/chem.202004724. Epub 2021 Jan 12.

Abstract

Herein we describe a multiple C-H functionalization reaction of carbazole heterocycles with diazoalkanes. We show that gold catalysts play a distinct role in enabling a multiple C-H functionalization reaction to introduce up to six carbene fragments onto molecules containing multiple carbazole units or to link multiple carbazole units into a single molecule. A one-pot stepwise approach enables the introduction of two different carbene fragments to allow orthogonal deprotection and straightforward derivatization.

摘要

在此,我们描述了咔唑杂环与重氮烷烃的多重C-H官能化反应。我们表明,金催化剂在实现多重C-H官能化反应中发挥着独特作用,该反应可将多达六个卡宾片段引入到含有多个咔唑单元的分子上,或将多个咔唑单元连接成一个分子。一锅逐步法能够引入两种不同的卡宾片段,以实现正交脱保护和直接衍生化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/68c2/7898811/d8f34d7992d6/CHEM-27-2628-g001.jpg

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