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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 4: 1492 - 1498

DOI: https://doi.org/10.6023/cjoc202209020

ARTICLES

Copper-Catalyzed [4＋2] Annulations of Sulfoxonium Ylides and o-Phenylenediamines

  • Chunsheng Li ,
  • Xiaoqi Lian ,
  • Lianfen Chen
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  • School of Environmental and Chemical Engineering, Zhaoqing University, Zhaoqing, Guangdong 526061
* Corresponding author. ;

Received date: 2022-09-16

  Revised date: 2022-10-23

  Online published: 2022-12-12

Supported by

National Natural Science Foundation of China(22002139); Guangdong Basic and Applied Basic Research Foundation(2019A1515110550); Guangdong Basic and Applied Basic Research Foundation(2020A1515111156); Young Innovative Talents Project of General Colleges and Universities in Guangdong Province(2019KQNCX174); Young Innovative Talents Project of General Colleges and Universities in Guangdong Province(2020KQNCX096); Research Foundation of Zhaoqing University(202013); College Students’ Innovation and Entrepreneurship Training Program(202110580015)

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Abstract

Herein, a novel [4＋2] annulation of a wide range of sulfoxonium ylides and o-phenylenediamines was reported, which was catalyzed by cheap and commercially available copper catalyst. The research results indicated that under the optimal reaction conditions, the isolated yield was up to 93% with 10 mol% Cu(OAc)2 as catalyst, 1.0 equiv. of NaOAc as additive and 1,2-dichloroethane (DCE) as solvent at 80 ℃ for 24 h. This method features cheap and commerial available catalyst, mild reaction conditions, broad substrate scope and excellent functional groups tolerance.

Key words： copper catalysis; [4＋2] annulations; sulfoxonium ylides; quinoxaline

Cite this article

Chunsheng Li , Xiaoqi Lian , Lianfen Chen . Copper-Catalyzed [4＋2] Annulations of Sulfoxonium Ylides and o-Phenylenediamines[J]. Chinese Journal of Organic Chemistry, 2023 , 43(4) : 1492 -1498 . DOI: 10.6023/cjoc202209020

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