Aromatic Pummerer reaction for the remote para- or ortho-benzyl nucleophilic functionalization?

Organic Chemistry Frontiers Pub Date: 2018-01-08 DOI: 10.1039/C7QO00970D

Abstract

The classic Pummerer reaction involves an α-substituted sulfide via an elimination/addition of a thionium ion. In this paper, we reported a remote para- or ortho-benzyl nucleophilic functionalization using an aromatic Pummerer process. A plausible mechanism involving a quinone thionium intermediate was proposed to explain this reaction.

Graphical abstract: Aromatic Pummerer reaction for the remote para- or ortho-benzyl nucleophilic functionalization
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