Desulfurization of Diaryl(heteroaryl) Sulfoxides with Benzyne

De‐Li Chen(Zhejiang Normal University), Yan Sun(Zhejiang Normal University), Mengyuan Chen(Zhejiang Normal University), Xiaojin Li(Zhejiang Normal University), Lei Zhang(Zhejiang Normal University), Xin Huang(Zhejiang Normal University), Yihui Bai(Zhejiang Normal University), Fang Luo(Zhejiang Normal University), Bo Peng(Zhejiang Normal University)
Organic Letters
May 14, 2019
Cited by 40

Abstract

Two benzyne-enabled desulfurization reactions have been demonstrated which convert diaryl sulfoxides and heteroaryl sulfoxides to biaryls and desulfurized heteroarenes, respectively. The reaction accessing biaryls tolerates a variety of functional groups, such as halides, pseudohalides, and carbonyls. Mechanistic studies reveal that both reactions proceed via a common assembly process but divergent disassemblies of the generated tetraaryl(heteroaryl) sulfuranes.


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