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钴(III)催化的通过 C-H 活化的环化乙烯基转移反应:8-氧代小檗碱和氧化小檗碱的三步全合成。

Co(III)-Catalyzed Annulative Vinylene Transfer via C-H Activation: Three-Step Total Synthesis of 8-Oxopseudopalmatine and Oxopalmatine.

机构信息

Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, China.

出版信息

Org Lett. 2020 Aug 7;22(15):5925-5930. doi: 10.1021/acs.orglett.0c02016. Epub 2020 Jul 17.

Abstract

The Co(III)-catalyzed redox-neutral annulation of benzamides and acrylamides with vinylene carbonate for the synthesis of isoquinolinones and pyridinones has been developed. This protocol employing inexpensive Co(III) as the catalyst tolerated diverse functional groups and substitution patterns, affording the target products with good to excellent yields. The synthetic utility of this transformation was demonstrated by a three-step synthesis of gusanlung D, 8-oxopseudopalmatine, and oxopalmatine.

摘要

开发了 Co(III)催化的苯甲酰胺和丙烯酰胺与亚乙烯碳酸酯的氧化还原中性环化反应,用于合成异喹啉酮和吡啶酮。该方案采用廉价的 Co(III)作为催化剂,可耐受多种官能团和取代模式,以良好至优异的收率得到目标产物。该转化的合成实用性通过三步合成 gusanlung D、8-氧代伪巴马汀和氧化巴马汀得到了证明。

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