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A novel self-terminated Prins strategy for the synthesis of tetrahydropyran-4-one derivatives and their behaviour in Fisher indole synthesis†
B. V. Subba Reddy,S. Rehana Anjum,B. Sridhar
RSC Advances Pub Date : 08/04/2016 00:00:00 , DOI:10.1039/C6RA11218H
Abstract

A novel self-terminated Prins strategy has been developed for the synthesis of 2-substituted tetrahydropyran-4-one derivatives through a condensation of 3-(phenylthio)but-3-en-1-ol with carbonyl compounds in the presence of 5 mol% of Sc(OTf)3 under mild conditions. A few products were subsequently transformed into the corresponding indoles by Fisher-indole synthesis.

Graphical abstract: A novel self-terminated Prins strategy for the synthesis of tetrahydropyran-4-one derivatives and their behaviour in Fisher indole synthesis
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