Issue 13, 2018

A facile method for the synthesis of trifluoromethylthio-/chloro-homoallylic alcohols from methylenecyclopropanes

Abstract

A facile method for the synthesis of trifluoromethylthio-homoallylic alcohols from methylenecyclopropanes (MCPs) has been achieved with the application of (PhSO2)2NSCF3 in N,N-dimethyl formamide (DMF). It has been proved that DMF plays a role both as a solvent and a reagent. Meanwhile, we find that (PhSO2)2NCl is also an active reagent to afford chloro-homoallylic alcohols in the same way as (PhSO2)2NSCF3, and it is very convenient to convert the product to the corresponding amido- or bromo-substituted compounds.

Graphical abstract: A facile method for the synthesis of trifluoromethylthio-/chloro-homoallylic alcohols from methylenecyclopropanes

Supplementary files

Article information

Article type
Research Article
Submitted
14 Apr 2018
Accepted
14 May 2018
First published
14 May 2018

Org. Chem. Front., 2018,5, 2030-2034

A facile method for the synthesis of trifluoromethylthio-/chloro-homoallylic alcohols from methylenecyclopropanes

M. Chen, Y. Wei and M. Shi, Org. Chem. Front., 2018, 5, 2030 DOI: 10.1039/C8QO00386F

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