Issue 79, 2016

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

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

Supplementary files

Article information

Article type
Paper
Submitted
30 เม.ย. 2559
Accepted
31 ก.ค. 2559
First published
04 ส.ค. 2559

RSC Adv., 2016,6, 75133-75137

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

B. V. S. Reddy, S. R. Anjum and B. Sridhar, RSC Adv., 2016, 6, 75133 DOI: 10.1039/C6RA11218H

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