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Rh(III)-催化的磺酰基烯丙基与苯氧基酰胺或烯氧基酰亚胺的化学选择性、区域选择性和立体选择性碳氨基化反应。

Rh(III)-Catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes with -phenoxy amides or -enoxy imides.

机构信息

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

出版信息

Chem Commun (Camb). 2022 Aug 16;58(66):9286-9289. doi: 10.1039/d2cc02982k.

Abstract

The Rh(III)-catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes has been realized by virtue of either -phenoxy amides or -enoxy imides simultaneously acting as the C- and N-sources, redox-neutral tandem C-H activation/allene insertion/oxidative addition/C-N bond formation for the direct construction of allylamine derivatives equipped with an α-quaternary carbon center. This protocol features high atom-economy with good substrate compatibility and exhibits profound synthetic potential for late-stage C-H modification of complex molecules.

摘要

通过 - 苯氧基酰胺或 - 烯氧基亚胺同时充当 C 和 N 源,实现了 Rh(III)催化的磺酰基烯丙基的化学选择性、区域选择性和立体选择性碳氨化, 这种反应是通过氧化还原中性的 C-H 活化/烯丙基插入/氧化加成/C-N 键形成的串联反应,用于直接构建带有α-季碳中心的烯丙胺衍生物。该方案具有高原子经济性,对底物具有良好的兼容性,并为复杂分子的后期 C-H 修饰展示出了深远的合成潜力。

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