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Regiodivergent sulfonylation of terminal olefins via dearomative rearrangement.

Authors :
Blé-González, Ever A.
Isbel, Stephen R.
Ojo, Olatunji S.
Hillesheim, Patrick C.
Zeller, Matthias
Bugarin, Alejandro
Source :
New Journal of Chemistry; 9/28/2023, Vol. 47 Issue 36, p17020-17025, 6p
Publication Year :
2023

Abstract

Sulfones are fascinating and highly used functional groups, but current syntheses still have limitations. Here, a regiodivergent transition metal-free approach towards sulfones [(E)-allylic sulfones and α-sulfonylmethyl styrenes] is reported. The method employs commercially available olefins, bases, additives, solvents, and sodium sulfinates (RSO<subscript>2</subscript>Na) and produces adducts in good yields. Considering that up to 4 reactions (bromination, dearomative rearrangement, E2, and S<subscript>N</subscript>2) are happening, this approach is very efficient. The structures of key adducts were confirmed by X-ray crystallography. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
11440546
Volume :
47
Issue :
36
Database :
Complementary Index
Journal :
New Journal of Chemistry
Publication Type :
Academic Journal
Accession number :
172005867
Full Text :
https://doi.org/10.1039/d3nj03595f