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Regioselective molybdenum-catalyzed allylic substitution of tertiary allylic electrophiles: methodology development and applications.

Authors :
Salman M
Xu Y
Khan S
Zhang J
Khan A
Source :
Chemical science [Chem Sci] 2020 May 06; Vol. 11 (21), pp. 5481-5486. Date of Electronic Publication: 2020 May 06.
Publication Year :
2020

Abstract

The first molybdenum-catalyzed allylic sulfonylation of tertiary allylic electrophiles is described. The method employs a readily accessible catalyst (Mo(CO) <subscript>6</subscript> /2,2'-bipyridine, both are commercially available) and represents the first example of the use of a group 6 transition metal-catalyst for allylic sulfonylation of substituted tertiary allylic electrophiles to form carbon-sulfur bonds. This atom economic and operationally simple methodology is characterized by its relatively mild conditions, wide substrate scope, and excellent regioselectivity profile, thus unlocking a new platform to forge sulfone moieties, even in the context of late-stage functionalization and providing ample opportunities for further derivatization through traditional Suzuki cross-coupling reactions.<br />Competing Interests: The authors declare no conflicts of interest.<br /> (This journal is © The Royal Society of Chemistry.)

Details

Language :
English
ISSN :
2041-6520
Volume :
11
Issue :
21
Database :
MEDLINE
Journal :
Chemical science
Publication Type :
Academic Journal
Accession number :
34094074
Full Text :
https://doi.org/10.1039/d0sc01763a