Direct formation of α,β-unsaturated dithioacetals from diarylpropynols

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

doi:10.1016/j.tetlet.2010.12.021

Direct formation of α,β-unsaturated dithioacetals from diarylpropynols

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

University of Leeds

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

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.

Original language	English
Pages (from-to)	708-710
Number of pages	3
Journal	Tetrahedron Letters
Volume	52
Issue number	6
DOIs	https://doi.org/10.1016/j.tetlet.2010.12.021
Publication status	Published - 1 Feb 2011
Externally published	Yes

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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",

author = "Curtis, \{Ashley J.\} and Gabbutt, \{Christopher D.\} and \{Mark Heron\}, B. and Colin Kilner",

year = "2011",

month = feb,

day = "1",

doi = "10.1016/j.tetlet.2010.12.021",

language = "English",

volume = "52",

pages = "708--710",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "6",

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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

UR - https://www.scopus.com/pages/publications/79251596993

U2 - 10.1016/j.tetlet.2010.12.021

DO - 10.1016/j.tetlet.2010.12.021

M3 - Article

AN - SCOPUS:79251596993

SN - 0040-4039

VL - 52

SP - 708

EP - 710

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

Direct formation of α,β-unsaturated dithioacetals from diarylpropynols

Abstract

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