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One-Pot, Three-Component Synthesis of 5-Sulfenyl-2-iminothiazolines by Cross-Dehydrogenative C-S Coupling Using I 2 /DMSO in Open Air.

Authors :
Bodhak C
Pramanik A
Source :
The Journal of organic chemistry [J Org Chem] 2019 Jun 07; Vol. 84 (11), pp. 7265-7278. Date of Electronic Publication: 2019 May 23.
Publication Year :
2019

Abstract

A one-pot, three-component, transition-metal-free regioselective sulfenylation of 2-iminothiazoline through the cross-dehydrogenative coupling strategy via sp <superscript>2</superscript> C-H functionalization has been developed employing iodine as a catalyst and dimethyl sulfoxide as an oxidant. Utility of this sulfenylation technique has been well depicted through participation of various aryl and heterocyclic thiols. Significant features of this C-H functionalization strategy include metal-free open air reaction conditions, which offer a mild and efficient method for sulfenylation to achieve diversely substituted 5-sulfenyl-2-iminothiazoline derivatives.

Details

Language :
English
ISSN :
1520-6904
Volume :
84
Issue :
11
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
31074279
Full Text :
https://doi.org/10.1021/acs.joc.9b00785