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铑催化的α-亚氨基卡宾与α,β-不饱和酮的环化反应:多取代 2,3-二氢吡咯/吡咯环的构建。

Rhodium-Catalyzed Annulation of α-Imino Carbenes with α,β-Unsaturated Ketones: Construction of Multisubstituted 2,3-Dihydropyrrole/pyrrole Rings.

机构信息

Department of Chemistry and Chemical Engineering , Xinxiang University , Xinxiang 453003 , China.

The First Affiliated Hospital; Key Laboratory of Combined Multi-Organ Transplantation, Ministry of Public Health, Key Laboratory of Organ Transplantation of Zhejiang Province, School of Medicine , Zhejiang University , Hangzhou 310003 , China.

出版信息

J Org Chem. 2018 Dec 7;83(23):14518-14526. doi: 10.1021/acs.joc.8b01835. Epub 2018 Nov 16.

DOI:10.1021/acs.joc.8b01835
PMID:30398352
Abstract

An efficient annulation of α-imino rhodium carbenes with α,β-unsaturated ketones has been developed to generate multisubstituted 2,3-dihydropyrrole derivatives. Using the optimized catalyst, this approach is compatible with both cyclic and normal linear α,β-unsaturated ketones. Further detosylation in the presence of base could produce multisubstituted pyrroles. The new method has the potential to enable the rapid construction of bioactive molecules containing pyrrole rings.

摘要

已开发出一种有效的α-亚氨基铑卡宾与α,β-不饱和酮的环化反应,以生成多取代的 2,3-二氢吡咯衍生物。使用优化的催化剂,该方法与环状和正常线性的α,β-不饱和酮都兼容。在碱性条件下进一步脱甲硅基可以生成多取代的吡咯。这种新方法有可能实现快速构建含有吡咯环的生物活性分子。

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