Issue 50, 2016, Issue in Progress

Synthesis of 4-trifluoromethanesulfonate substituted 3,6-dihydropyrans and their application in various C–C coupling reactions

Abstract

The triflic acid mediated Prins cyclization of homopropargylic alcohols with aldehydes afforded 3,6-dihydro-2H-pyran-4-yl trifluoromethanesulfonates efficiently and highly regioselectively. The dihydropyran thus formed is transformed into different 4-alkyl and aryl substituted products using Suzuki, Heck, Stille and Sonogashira coupling reactions.

Graphical abstract: Synthesis of 4-trifluoromethanesulfonate substituted 3,6-dihydropyrans and their application in various C–C coupling reactions

Supplementary files

Article information

Article type
Paper
Submitted
26 Jan 2016
Accepted
21 Apr 2016
First published
27 Apr 2016

RSC Adv., 2016,6, 44774-44781

Synthesis of 4-trifluoromethanesulfonate substituted 3,6-dihydropyrans and their application in various C–C coupling reactions

A. K. Saikia, P. Ghosh and A. K. Kautarya, RSC Adv., 2016, 6, 44774 DOI: 10.1039/C6RA02343F

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