The macrocyclization reaction of terminal dibromoalkanes with sulfide on alumina. The use of a solid support as an alternative to the high dilution technique

The reaction of a series of terminal dibromoalkanes with S −2 on Al 2O 3 has been examined. The use of a solid support for the macrocyclization represents a viable alternate procedure to the more traditional high dilution technique in solution. The cyclizations also occur with thioacetamide on unact...

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Bibliographic Details
Published inTetrahedron letters Vol. 33; no. 50; pp. 7709 - 7712
Main Authors Choo Tan, Lay, Pagni, Richard M., Kabalka, George W., Hillmyer, Marc, Woosley, Julie
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 08.12.1993
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:The reaction of a series of terminal dibromoalkanes with S −2 on Al 2O 3 has been examined. The use of a solid support for the macrocyclization represents a viable alternate procedure to the more traditional high dilution technique in solution. The cyclizations also occur with thioacetamide on unactivated alumina. The reaction of terminal dibromoalkanes with sulfide on alumina affords the corresponding cyclic sulfides.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(93)88023-C