5-endo-dig Cyclisations of homopropargylic sulfonamides: a new route to 2,3-dihydropyrroles and β-iodopyrroles

5-endo-dig Iodocyclisations of the homopropargylic sulfonamides 12a-c and 13 give excellent yields of the iododihydropyrroles 14a-d and thence the beta-iodopyrroles 15a-d, following base-catalysed elimination of sulfinic acid.

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Bibliographic Details
Published inChemical communications (Cambridge, England) no. 20; pp. 2207 - 2208
Main Authors Knight, David W., Redfern, Adele L., Gilmore, Jeremy
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.10.1998
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
CYCLIZATIONS
TETRAHYDROFURANS
STEREOCONTROLLED SYNTHESIS
HOMOALLYLIC ALCOHOLS
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Summary:5-endo-dig Iodocyclisations of the homopropargylic sulfonamides 12a-c and 13 give excellent yields of the iododihydropyrroles 14a-d and thence the beta-iodopyrroles 15a-d, following base-catalysed elimination of sulfinic acid.
ISSN:1359-7345
1364-548X
DOI:10.1039/a806386i