Thiomethylation of indole and haloindole zinc salts

Cindy C. Browder; Miguel O. Mitchell; Rhonda L. Smith; Gibran el-Sulayman

doi:10.1016/S0040-4039(00)73721-X

Thiomethylation of indole and haloindole zinc salts

Cindy C. Browder, Miguel O. Mitchell, Rhonda L. Smith, Gibran el-Sulayman

Chemistry and Biochemistry

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

41 Scopus citations

Abstract

Thiomethylation of indole and haloindoles has been achieved via their zinc salts. This one-pot reaction uses methyl disulfide as electrophile. Isolation of thiomethylated indole products in moderate yields requires the addition of a thiol (e.g., cysteine hydrochloride) during aqueous workup, facilitating the displacement of the thiomethylated product from a water-insoluble zinc salt.

Original language	English (US)
Pages (from-to)	6245-6246
Number of pages	2
Journal	Tetrahedron Letters
Volume	34
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4039(00)73721-X
State	Published - Sep 24 1993

Keywords

6-bromo-, 6-chloro-, 5-bromo-, and 5-fluoro-3-(thiomethyl)indole
indole, thiomethylation of

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)73721-X

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abstract = "Thiomethylation of indole and haloindoles has been achieved via their zinc salts. This one-pot reaction uses methyl disulfide as electrophile. Isolation of thiomethylated indole products in moderate yields requires the addition of a thiol (e.g., cysteine hydrochloride) during aqueous workup, facilitating the displacement of the thiomethylated product from a water-insoluble zinc salt.",

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T1 - Thiomethylation of indole and haloindole zinc salts

AU - Browder, Cindy C.

AU - Mitchell, Miguel O.

AU - Smith, Rhonda L.

AU - el-Sulayman, Gibran

PY - 1993/9/24

Y1 - 1993/9/24

N2 - Thiomethylation of indole and haloindoles has been achieved via their zinc salts. This one-pot reaction uses methyl disulfide as electrophile. Isolation of thiomethylated indole products in moderate yields requires the addition of a thiol (e.g., cysteine hydrochloride) during aqueous workup, facilitating the displacement of the thiomethylated product from a water-insoluble zinc salt.

AB - Thiomethylation of indole and haloindoles has been achieved via their zinc salts. This one-pot reaction uses methyl disulfide as electrophile. Isolation of thiomethylated indole products in moderate yields requires the addition of a thiol (e.g., cysteine hydrochloride) during aqueous workup, facilitating the displacement of the thiomethylated product from a water-insoluble zinc salt.

KW - 6-bromo-, 6-chloro-, 5-bromo-, and 5-fluoro-3-(thiomethyl)indole

KW - indole, thiomethylation of

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U2 - 10.1016/S0040-4039(00)73721-X

DO - 10.1016/S0040-4039(00)73721-X

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EP - 6246

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

Thiomethylation of indole and haloindole zinc salts

Abstract

Keywords

ASJC Scopus subject areas

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