The preparation of ketene dithioacetals and thiophenes from chloropyridines containing an active methylene group

Keith R. Sturrock; David H. Bremner; Grant Wishart

doi:10.3987/COM-10-S(E)59

The preparation of ketene dithioacetals and thiophenes from chloropyridines containing an active methylene group

Keith R. Sturrock, David H. Bremner, Grant Wishart

Research output: Contribution to journal › Special issue › peer-review

3 Citations (Scopus)

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Abstract

The base catalysed reaction of carbon disulphide with the active methylene groups of chloropyridines 4 and 7, followed by alkylation with reagents which also contain active methylene groups, lead to ketene dithioacetals. Further reaction with base afforded highly substituted thiophenes.

Original language	English
Pages (from-to)	1657 - 1662
Number of pages	6
Journal	Heterocycles
Volume	82
Issue number	2
DOIs	https://doi.org/10.3987/COM-10-S(E)59
Publication status	Published - Mar 2011

Keywords

Base catalysed
Thorpe reaction
Dieckmann reaction
Carbon disulfide
Cyclization

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title = "The preparation of ketene dithioacetals and thiophenes from chloropyridines containing an active methylene group",

abstract = "The base catalysed reaction of carbon disulphide with the active methylene groups of chloropyridines 4 and 7, followed by alkylation with reagents which also contain active methylene groups, lead to ketene dithioacetals. Further reaction with base afforded highly substituted thiophenes.",

author = "Sturrock, {Keith R.} and Bremner, {David H.} and Grant Wishart",

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AU - Bremner, David H.

AU - Wishart, Grant

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AB - The base catalysed reaction of carbon disulphide with the active methylene groups of chloropyridines 4 and 7, followed by alkylation with reagents which also contain active methylene groups, lead to ketene dithioacetals. Further reaction with base afforded highly substituted thiophenes.

U2 - 10.3987/COM-10-S(E)59

DO - 10.3987/COM-10-S(E)59

M3 - Special issue

VL - 82

SP - 1657

EP - 1662

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 2

ER -

The preparation of ketene dithioacetals and thiophenes from chloropyridines containing an active methylene group

Abstract

Keywords

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