Direct formation of α,β-unsaturated dithioacetals from diarylpropynols

Ashley J. Curtis, Christopher D. Gabbutt, B. Mark Heron, Colin Kilner

Research output: Contribution to journalArticle

Abstract

The acid-catalysed condensation of a series of 1,1-diarylprop-2-yn-1-ols with 2-thionaphthol unexpectedly gave 3,3-diaryl-1,1-bis(2-naphthylthio)prop-2- enes in good yields via a Meyer-Schuster-type rearrangement.

LanguageEnglish
Pages708-710
Number of pages3
JournalTetrahedron Letters
Volume52
Issue number6
DOIs
Publication statusPublished - 1 Feb 2011
Externally publishedYes

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title = "Direct formation of α,β-unsaturated dithioacetals from diarylpropynols",
abstract = "The acid-catalysed condensation of a series of 1,1-diarylprop-2-yn-1-ols with 2-thionaphthol unexpectedly gave 3,3-diaryl-1,1-bis(2-naphthylthio)prop-2- enes in good yields via a Meyer-Schuster-type rearrangement.",
keywords = "Dithioacetal, Meyer-Schuster rearrangement, Prop-2-yn-1-ols, Propargylic alcohol",
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language = "English",
volume = "52",
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journal = "Tetrahedron Letters",
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Direct formation of α,β-unsaturated dithioacetals from diarylpropynols. / Curtis, Ashley J.; Gabbutt, Christopher D.; Mark Heron, B.; Kilner, Colin.

In: Tetrahedron Letters, Vol. 52, No. 6, 01.02.2011, p. 708-710.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Direct formation of α,β-unsaturated dithioacetals from diarylpropynols

AU - Curtis, Ashley J.

AU - Gabbutt, Christopher D.

AU - Mark Heron, B.

AU - Kilner, Colin

PY - 2011/2/1

Y1 - 2011/2/1

N2 - The acid-catalysed condensation of a series of 1,1-diarylprop-2-yn-1-ols with 2-thionaphthol unexpectedly gave 3,3-diaryl-1,1-bis(2-naphthylthio)prop-2- enes in good yields via a Meyer-Schuster-type rearrangement.

AB - The acid-catalysed condensation of a series of 1,1-diarylprop-2-yn-1-ols with 2-thionaphthol unexpectedly gave 3,3-diaryl-1,1-bis(2-naphthylthio)prop-2- enes in good yields via a Meyer-Schuster-type rearrangement.

KW - Dithioacetal

KW - Meyer-Schuster rearrangement

KW - Prop-2-yn-1-ols

KW - Propargylic alcohol

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DO - 10.1016/j.tetlet.2010.12.021

M3 - Article

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T2 - Tetrahedron Letters

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