Open AccessDABSO-Based, Three-Component, One-Pot Sulfone Synthesis
Author(s) -
Alex S. Deeming,
Claire J. Russell,
Alan J. Hennessy,
Michael C. Willis
Publication year - 2013
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol403122a
Subject(s) - sulfone , chemistry , reagent , electrophile , alkyl , halide , combinatorial chemistry , component (thermodynamics) , organic chemistry , in situ , catalysis , physics , thermodynamics
The addition of Grignard reagents or organolithium reagents to the SO2-surrogate DABSO generates a diverse set of metal sulfinates, suitable for direct conversion to sulfone products. The metal sulfinates can be trapped in situ with a wide range of C-electrophiles, including alkyl, allyl, and benzyl halides, epoxides, and (hetero)aryliodoniums.