Reactions of 2-lithio-1,3-benzodithiole with carbon disulfide: Forth and back processes

Yves Gimbert; Alec Moradpour; Shmuel Bittner; Ulrich Jordis

doi:10.1016/S0040-4039(01)80624-9

Reactions of 2-lithio-1,3-benzodithiole with carbon disulfide: Forth and back processes

Yves Gimbert, Alec Moradpour, Shmuel Bittner, Ulrich Jordis

Department of Chemistry

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Abstract

Carbophilic reaction of 2-lithio-1,3-benzodithiole with CS₂, followed by the addition of a second base equivalent and quenching with MeI, yields 2-[bis(methylthio)methylene]-1,3-benzodithiole. An unexpected pathway mediated by MeS^- and leading to the reformation of the 1,3-benzodithiole anion is described.

Original language	English
Pages (from-to)	819-822
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	7
DOIs	https://doi.org/10.1016/S0040-4039(01)80624-9
State	Published - 1 Jan 1989

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Reactions of 2-lithio-1,3-benzodithiole with carbon disulfide: Forth and back processes",

abstract = "Carbophilic reaction of 2-lithio-1,3-benzodithiole with CS2, followed by the addition of a second base equivalent and quenching with MeI, yields 2-[bis(methylthio)methylene]-1,3-benzodithiole. An unexpected pathway mediated by MeS- and leading to the reformation of the 1,3-benzodithiole anion is described.",

author = "Yves Gimbert and Alec Moradpour and Shmuel Bittner and Ulrich Jordis",

year = "1989",

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doi = "10.1016/S0040-4039(01)80624-9",

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journal = "Tetrahedron Letters",

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T1 - Reactions of 2-lithio-1,3-benzodithiole with carbon disulfide

T2 - Forth and back processes

AU - Gimbert, Yves

AU - Moradpour, Alec

AU - Bittner, Shmuel

AU - Jordis, Ulrich

PY - 1989/1/1

Y1 - 1989/1/1

N2 - Carbophilic reaction of 2-lithio-1,3-benzodithiole with CS2, followed by the addition of a second base equivalent and quenching with MeI, yields 2-[bis(methylthio)methylene]-1,3-benzodithiole. An unexpected pathway mediated by MeS- and leading to the reformation of the 1,3-benzodithiole anion is described.

AB - Carbophilic reaction of 2-lithio-1,3-benzodithiole with CS2, followed by the addition of a second base equivalent and quenching with MeI, yields 2-[bis(methylthio)methylene]-1,3-benzodithiole. An unexpected pathway mediated by MeS- and leading to the reformation of the 1,3-benzodithiole anion is described.

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U2 - 10.1016/S0040-4039(01)80624-9

DO - 10.1016/S0040-4039(01)80624-9

M3 - Article

AN - SCOPUS:0000215154

SN - 0040-4039

VL - 30

SP - 819

EP - 822

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 7

ER -

Reactions of 2-lithio-1,3-benzodithiole with carbon disulfide: Forth and back processes

Abstract

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