Pyridine and triphenylphosphine oxide activation of sulfonyl chlorides in the syntheses of ( E) alk-1-enyl sulfones

This paper describes efficient and new approaches to ( E) alk-1-enyl sulfones, starting from sulfonyl chloride/pyridine or sulfonyl chloride/triphenylphosphine complexes in the presence of ( E) di- iso-butyl alk-1-enyl alanes. The use of CuCl in the presence of sulfonyl chloride/pyridine complexes o...

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Bibliographic Details
Published inTetrahedron Vol. 64; no. 49; pp. 11218 - 11223
Main Authors Signore, G., Malanga, C., Menicagli, R.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.12.2008
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CONVENIENT SYNTHESIS
ORGANIC-SYNTHESIS
ACETYLENES
SULFOXIDES
DIENES
REAGENTS
VINYL SULFONES
OLEFINS
PRECURSORS
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Summary:This paper describes efficient and new approaches to ( E) alk-1-enyl sulfones, starting from sulfonyl chloride/pyridine or sulfonyl chloride/triphenylphosphine complexes in the presence of ( E) di- iso-butyl alk-1-enyl alanes. The use of CuCl in the presence of sulfonyl chloride/pyridine complexes or pyridine in the presence of sulfonyl chloride/triphenylphosphine complexes, respectively, results in a remarkable increase in the yields and conversions. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.09.056