Copper-catalyzed C-H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides via C(sp3 )-Br/C(sp2 )-H functionalization

Organic & Biomolecular Chemistry
An-Zhu CaoJin-Heng Li

Abstract

A copper-catalyzed C-H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides for the synthesis of 3,3'-disubstituted oxindoles is developed. Tandem C-H cycloamidation reactions of various α-carbonyl alkyl bromide derivatives including tertiary-α-bromoalkyl ketone esters, malonic esters and cycloalkanes, with N-aryl or alkyl substituted anilines, can be performed using this system, affording a vast array of valuable 3,3'-disubstituted oxindoles in moderate to good yields.

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Citations

Jun 9, 2020·Chemical Communications : Chem Comm·Yong-Zheng YangJin-Heng Li
Jul 15, 2020·Organic & Biomolecular Chemistry·Yanni LiXianhao Long
Oct 27, 2020·Chemical Communications : Chem Comm·Dong ZhangJin-Heng Li
May 6, 2021·Chemical Communications : Chem Comm·Wangqin JiJunliang Zhang

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Methods Mentioned

BETA
amidation

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