An efficient synthesis of geminal di-sulfones

Yimin Zhu; Dale G. Drueckhammer

doi:10.1016/S0040-4039(02)00023-0

An efficient synthesis of geminal di-sulfones

Yimin Zhu, Dale G. Drueckhammer

Division of Mathematics & Natural Sciences (Altoona)

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

8 Scopus citations

Abstract

A simple and efficient method for the synthesis of gem-disulfones is reported. This method is based on protection of one of the central acidic hydrogens of bis(methylsulfonyl)methane as a thioether followed by formation of the dianion and selective alkylation of the methyl group. Alkylation of one of the methyl groups was demonstrated as well as alkylation of both methyl groups with the same or different alkyl groups. Removal of the thioether moiety furnished the desired substituted disulfones.

Original language	English (US)
Pages (from-to)	1377-1379
Number of pages	3
Journal	Tetrahedron Letters
Volume	43
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4039(02)00023-0
State	Published - Feb 18 2002

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)00023-0

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title = "An efficient synthesis of geminal di-sulfones",

abstract = "A simple and efficient method for the synthesis of gem-disulfones is reported. This method is based on protection of one of the central acidic hydrogens of bis(methylsulfonyl)methane as a thioether followed by formation of the dianion and selective alkylation of the methyl group. Alkylation of one of the methyl groups was demonstrated as well as alkylation of both methyl groups with the same or different alkyl groups. Removal of the thioether moiety furnished the desired substituted disulfones.",

author = "Yimin Zhu and Drueckhammer, {Dale G.}",

note = "Funding Information: This work was supported by National Institutes of Health Grant GM45831.",

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T1 - An efficient synthesis of geminal di-sulfones

AU - Zhu, Yimin

AU - Drueckhammer, Dale G.

N1 - Funding Information: This work was supported by National Institutes of Health Grant GM45831.

PY - 2002/2/18

Y1 - 2002/2/18

N2 - A simple and efficient method for the synthesis of gem-disulfones is reported. This method is based on protection of one of the central acidic hydrogens of bis(methylsulfonyl)methane as a thioether followed by formation of the dianion and selective alkylation of the methyl group. Alkylation of one of the methyl groups was demonstrated as well as alkylation of both methyl groups with the same or different alkyl groups. Removal of the thioether moiety furnished the desired substituted disulfones.

AB - A simple and efficient method for the synthesis of gem-disulfones is reported. This method is based on protection of one of the central acidic hydrogens of bis(methylsulfonyl)methane as a thioether followed by formation of the dianion and selective alkylation of the methyl group. Alkylation of one of the methyl groups was demonstrated as well as alkylation of both methyl groups with the same or different alkyl groups. Removal of the thioether moiety furnished the desired substituted disulfones.

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U2 - 10.1016/S0040-4039(02)00023-0

DO - 10.1016/S0040-4039(02)00023-0

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SP - 1377

EP - 1379

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

An efficient synthesis of geminal di-sulfones

Abstract

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