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Rh(III)-催化的 C-H 活化/[3 + 2]环加成反应通过 1,3-二烯的碳氧官能团化反应合成 -苯氧乙酰氨。

Rh(III)-Catalyzed C-H Activation/[3 + 2] Annulation of -Phenoxyacetamides via Carbooxygenation of 1,3-Dienes.

机构信息

The Fifth Affiliated Hospital, Key Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China.

出版信息

Org Lett. 2021 May 21;23(10):3844-3849. doi: 10.1021/acs.orglett.1c00945. Epub 2021 Apr 19.

Abstract

A unique Rh(III)-catalyzed C-H activation/[3 + 2] annulation of -phenoxyacetamides has been developed for the construction of dihydrobenzofurans via carbooxygenation of 1,3-dienes. This transformation features a redox-neutral process with specific chemoselectivity, good substrate/functional group compatibility, and profound synthetic potentials. A preliminary exploration to realize their asymmetric synthesis have been also successfully demonstrated, which further strengthens the practicality of this approach.

摘要

一种独特的 Rh(III)-催化 C-H 活化/[3 + 2]环加成反应已被开发用于通过 1,3-二烯的羰氧插入构建二氢苯并呋喃,其中 -苯氧基乙酰胺作为底物。该转化具有特定的化学选择性、良好的底物/官能团相容性和深远的合成潜力的氧化还原中性过程。还成功地对实现其不对称合成的初步探索进行了展示,这进一步加强了这种方法的实用性。

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