Reductive cleavage of sulfones and sulfonamides by neutral organic super electron-donor (S.E.D.) reagent

J.A. Murphy, F. Schoenebeck, S. Zhou, C.T. Tuttle, Y. Uenoyama, Y. Miclo

Research output: Contribution to journalArticle

67 Citations (Scopus)

Abstract

The sulfonyl group finds extensive applications in organic and medicinal chemistry both in sulfonamides, popular as robust protecting groups for amines,1 and in sulfones.2 Frequently, sulfones are introduced into synthetic schemes to assist particular transformations; further progress along the synthetic route can later require the removal of a sulfone group, and this can be achieved by reductive desulfonylation2,3,6 or, in the special cases of R-halo- or â-acyloxysulfones, by elimination to an alkene.2-5
LanguageEnglish
Pages13368-13369
Number of pages1
JournalJournal of American Chemical Society
Volume129
Issue number44
DOIs
Publication statusPublished - 2007

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Sulfones
Sulfonamides
Amines
Organic Chemistry
Electrons
Pharmaceutical Chemistry

Keywords

  • super electron donor
  • sulfonamides
  • sulfones

Cite this

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abstract = "The sulfonyl group finds extensive applications in organic and medicinal chemistry both in sulfonamides, popular as robust protecting groups for amines,1 and in sulfones.2 Frequently, sulfones are introduced into synthetic schemes to assist particular transformations; further progress along the synthetic route can later require the removal of a sulfone group, and this can be achieved by reductive desulfonylation2,3,6 or, in the special cases of R-halo- or {\^a}-acyloxysulfones, by elimination to an alkene.2-5",
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Reductive cleavage of sulfones and sulfonamides by neutral organic super electron-donor (S.E.D.) reagent. / Murphy, J.A.; Schoenebeck, F.; Zhou, S.; Tuttle, C.T.; Uenoyama, Y.; Miclo, Y.

In: Journal of American Chemical Society, Vol. 129, No. 44, 2007, p. 13368-13369.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Reductive cleavage of sulfones and sulfonamides by neutral organic super electron-donor (S.E.D.) reagent

AU - Murphy, J.A.

AU - Schoenebeck, F.

AU - Zhou, S.

AU - Tuttle, C.T.

AU - Uenoyama, Y.

AU - Miclo, Y.

PY - 2007

Y1 - 2007

N2 - The sulfonyl group finds extensive applications in organic and medicinal chemistry both in sulfonamides, popular as robust protecting groups for amines,1 and in sulfones.2 Frequently, sulfones are introduced into synthetic schemes to assist particular transformations; further progress along the synthetic route can later require the removal of a sulfone group, and this can be achieved by reductive desulfonylation2,3,6 or, in the special cases of R-halo- or â-acyloxysulfones, by elimination to an alkene.2-5

AB - The sulfonyl group finds extensive applications in organic and medicinal chemistry both in sulfonamides, popular as robust protecting groups for amines,1 and in sulfones.2 Frequently, sulfones are introduced into synthetic schemes to assist particular transformations; further progress along the synthetic route can later require the removal of a sulfone group, and this can be achieved by reductive desulfonylation2,3,6 or, in the special cases of R-halo- or â-acyloxysulfones, by elimination to an alkene.2-5

KW - super electron donor

KW - sulfonamides

KW - sulfones

UR - http://dx.doi.org/10.1021/ja074417h

U2 - 10.1021/ja074417h

DO - 10.1021/ja074417h

M3 - Article

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JO - Journal of the American Chemical Society

T2 - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

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