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由肟和重氮酯的选择性C-N/C-O形成引发的恶唑和肟醚的化学发散合成

Chemodivergent Synthesis of Oxazoles and Oxime Ethers Initiated by Selective C-N/C-O Formation of Oximes and Diazo Esters.

作者信息

Qi Zhenjie, Wang Shaozhong

机构信息

State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.

出版信息

Org Lett. 2021 Nov 5;23(21):8549-8553. doi: 10.1021/acs.orglett.1c03252. Epub 2021 Oct 7.

Abstract

Chemodivergent reactions of oximes and diazo esters involving Rh-catalyzed [3+2] annulation and photodriven O-H insertion have been developed to generate oxazoles and oxime ethers. A range of aldehyde and ketone oximes reacted with α-diazocarbonyl compounds in a controllable manner in which functional groups, including ketone, ester, amide, ether, thiol ether, silane, alkene, allene, and alkyne groups, were well tolerated.

摘要

已经开发出肟和重氮酯的化学发散反应,涉及铑催化的[3+2]环化反应和光驱动的O-H插入反应,以生成恶唑和肟醚。一系列醛肟和酮肟与α-重氮羰基化合物以可控方式反应,其中包括酮、酯、酰胺、醚、硫醚、硅烷、烯烃、丙二烯和炔烃基团在内的官能团都具有良好的耐受性。

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