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联烯酰胺与N-卤代酰亚胺的区域选择性1,2-加成反应:2-卤代烯丙基氨基衍生物的合成

Regioselective 1,2-addition of allenamides with N-haloimides: synthesis of 2-halo allylic aminal derivatives.

作者信息

Li Hong-He, Li Xiao-Xiao, Zhao Zhi-Gang, Yuan Xiao, Sun Chen-Yang

机构信息

College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041, People's Republic of China.

出版信息

Org Biomol Chem. 2017 May 10;15(18):4005-4013. doi: 10.1039/c7ob00882a.

DOI:10.1039/c7ob00882a
PMID:28443882
Abstract

A strategy for the synthesis of 2-halo allylic aminal derivatives through regioselective 1,2-addition of allenamides with N-haloimides is presented. This reaction was conducted under very mild conditions and gave up to 99% yield. Moreover, the obtained halides allow functional group diversification by palladium-catalyzed coupling reactions, which could act as potential intermediates for the synthesis of valuable compounds.

摘要

本文提出了一种通过烯丙酰胺与N-卤代酰亚胺的区域选择性1,2-加成反应合成2-卤代烯丙基缩醛胺衍生物的策略。该反应在非常温和的条件下进行,产率高达99%。此外,所得到的卤化物可通过钯催化的偶联反应实现官能团多样化,其可作为合成有价值化合物的潜在中间体。

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Metal-Free C-H Functionalization of Allenamides: An Access to Branched Allylic Esters.烯丙酰胺的无金属C-H官能团化:一种合成支链烯丙基酯的方法。
ACS Omega. 2019 Sep 9;4(12):15312-15322. doi: 10.1021/acsomega.9b02712. eCollection 2019 Sep 17.