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Copper‐Catalyzed α‐Arylation of Sulfoxonium Ylides Using Hypervalent Iodine Compounds.

Authors :
Echemendía, Radell
To, Avery J.
Murphy, Graham K.
Burtoloso, Antonio C. B.
Source :
Advanced Synthesis & Catalysis. Feb2024, Vol. 366 Issue 3, p396-401. 6p.
Publication Year :
2024

Abstract

A Cu(I)‐catalyzed synthesis of α‐arylated sulfoxonium ylides has been achieved from mesitylene‐derived diaryliodonium salts and α‐carbonyl sulfoxonium ylides. The reaction is believed to proceed via an electrophilic Cu(III)‐aryl intermediate that can be trapped upon nucleophilic attack of the sulfoxonium ylide precursor. The reaction was tolerant to both α‐keto and α‐ester‐derived sulfoxonium ylides, to drug‐derived ylide motifs and to electronically‐diverse arenes, and enabled the direct synthesis of 32 α‐aryl‐sulfoxonium ylides in 42–85% yield. [ABSTRACT FROM AUTHOR]

Subjects

Subjects :
*IODINE compounds
*YLIDES
*COPPER

Details

Language :
English
ISSN :
16154150
Volume :
366
Issue :
3
Database :
Academic Search Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Academic Journal
Accession number :
175520798
Full Text :
https://doi.org/10.1002/adsc.202301061