Issue 50, 2016, Issue in Progress
From the journal:

RSC Advances

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

Anil K. Saikia,*a   Priya Ghosha  and  Ashutosh K. Kautaryaa  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, India
E-mail: asaikia@iitg.ernet.in
Fax: +91 361 2690762
Tel: +91 361 2582316

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

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Article information

DOI
https://doi.org/10.1039/C6RA02343F
Article type
Paper
Submitted
26 Jan 2016
Accepted
21 Apr 2016
First published
27 Apr 2016

RSC Adv., 2016,6, 44774-44781

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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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