Advanced search
Start date
Betweenand


Copper-Catalyzed α-Arylation of Sulfoxonium Ylides Using Hypervalent Iodine Compounds

Full text
Author(s):
Echemendia, Radell ; To, Avery J. ; Murphy, Graham K. ; Burtoloso, Antonio C. B.
Total Authors: 4
Document type: Journal article
Source: ADVANCED SYNTHESIS & CATALYSIS; v. 366, n. 3, p. 6-pg., 2023-12-28.
Abstract

A Cu(I)-catalyzed synthesis of alpha-arylated sulfoxonium ylides has been achieved from mesitylene-derived diaryliodonium salts and alpha-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 alpha-keto and alpha-ester-derived sulfoxonium ylides, to drug-derived ylide motifs and to electronically-diverse arenes, and enabled the direct synthesis of 32 alpha-aryl-sulfoxonium ylides in 42-85% yield. image (AU)

FAPESP's process: 19/12300-5 - Synthesis of butenolides and butyrolactams from sulfur ylides and diazocompounds
Grantee:Radell Echemendía Pérez
Support Opportunities: Scholarships in Brazil - Post-Doctoral
FAPESP's process: 22/09140-9 - Organic transformation from sulfoxonium ylides and hypervalent iodine compounds
Grantee:Radell Echemendía Pérez
Support Opportunities: Scholarships abroad - Research Internship - Post-doctor
FAPESP's process: 23/02675-7 - New methodologies to form C-C bonds from sulfoxonium ylides
Grantee:Antonio Carlos Bender Burtoloso
Support Opportunities: Regular Research Grants