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钯(II)催化的有氧氧化 O-H/C-H 异氰化物插入反应:简便制备吡咯并[2,1-][1,4]苯并恶嗪衍生物。

Palladium(II)-catalyzed aerobic oxidative O-H/C-H isocyanide insertion: facile access to pyrrolo[2,1-][1,4]benzoxazine derivatives.

机构信息

Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.

Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China.

出版信息

Org Biomol Chem. 2021 May 19;19(19):4364-4368. doi: 10.1039/d1ob00393c.

Abstract

Palladium-catalyzed aerobic oxidative cyclizations of substituted 2-(1H-pyrrol-1-yl)phenols with isocyanides via an O-H/C-H insertion cascade have been developed. This strategy provides facile access to pyrrolo[2,1-c][1,4]benzoxazine derivatives in good to excellent yields under an O2 atmosphere. The notable features of this protocol include its mild reaction conditions, atom-economy, and broad functional group tolerance.

摘要

钯催化取代的 2-(1H-吡咯-1-基)苯酚与异氰化物的有氧氧化环化反应通过 O-H/C-H 插入级联反应得到了发展。在氧气气氛下,该策略为吡咯并[2,1-c][1,4]苯并恶嗪衍生物的合成提供了一种简便的方法,产率良好至优秀。该方案的显著特点包括其温和的反应条件、原子经济性和广泛的官能团耐受性。

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