Metal-Free Insertion of Sulfoxonium Ylides into Arylamines in Water

Author:

Guan Mei1,Wu Yong2,He Hua12,Yan Kaichuan2,Li Jianglian2,Lai Ruizhi2,Luo Yi2

Affiliation:

1. West China Hospital, Sichuan University

2. Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University

Abstract

Carbenoid-based N–H insertions have undergone significant development with respect to C–N bond formation in recent years. However, the existing methods suffer from unstable starting materials, expensive metal catalysts and organic solvents. Herein, insertion of sulfoxonium ylides into arylamines under metal-free conditions has been developed. The method employs water as solvent at mild temperature and is amenable to the late-stage modification of structurally complex bioactive compounds.

Funder

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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