Issue 42, 2024

Palladium/norbornene-catalyzed diversified trifunctionalization of aryl-thianthreniums

Abstract

A novel Catellani-type conversion is reported using aryl-thianthreniums (aryl-TTs) instead of aryl halides. Three classes of ortho-dual C–H functionalization involving alkylation, amination, and deuterated methylation and five types of ipso-operation including alkenylation, cyanation, methylation, hydrogenation, and alkynylation all proceed well in this procedure. In this conversion, aryl-TTs exhibit satisfactory reactivity and feature the advantage that the leaving TT unit can be recovered. More strikingly, this finding represents a new chemistry conversion of aryl-TTs, wherein contiguous tri-functionalization in a single chemical manipulation is realized.

Graphical abstract: Palladium/norbornene-catalyzed diversified trifunctionalization of aryl-thianthreniums

Supplementary files

Article information

Article type
Communication
Submitted
28 Mar 2024
Accepted
25 Apr 2024
First published
30 Apr 2024

Chem. Commun., 2024,60, 5558-5561

Palladium/norbornene-catalyzed diversified trifunctionalization of aryl-thianthreniums

J. Nan, M. Lei, G. Chen, Y. Ma, C. Liang and J. Wang, Chem. Commun., 2024, 60, 5558 DOI: 10.1039/D4CC01426J

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