Aerobic Coupling of Organophosphonium Salts with Alkenes: Catalyst‐Free C(sp3)−C(sp2) Bond Formation

Author:

Guo Meng‐Meng1,Qin Gan‐Qi1,Jiang Xin‐Yu1,Xu Hao1,Ma Mengtao2ORCID,Shen Zhi‐Liang1ORCID,Chu Xue‐Qiang1ORCID

Affiliation:

1. Technical Institute of Fluorochemistry Institute of Advanced Synthesis School of Chemistry and Molecular Engineering Nanjing Tech University Nanjing 211816 People's Republic of China

2. Department of Chemistry and Materials Science College of Science Nanjing Forestry University Nanjing 210037 People's Republic of China

Abstract

AbstractAn aerobic coupling of benzhydryl phosphonium salts with simple alkenes for accessing trisubstituted olefins is developed under metal‐free, catalyst‐free, and additive‐free conditions. New C(sp3)−C(sp2) bond is constructed via the C−P and C−H bond functionalization by synergistically using O2 as a “green” oxidant and DMSO as a promoter. The method also distinguishes itself by its broad substrate scope and synthetic potential. Particularly, the use of 1,3,5‐trimethoxybenzene fragment in the resulting products as a carbon‐based leaving group for further transformations is proved to be feasible.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Jiangsu Province

Nanjing Tech University

China Scholarship Council

Publisher

Wiley

Subject

General Chemistry

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