A Tandem Cross-Coupling/SNAr Approach to Functionalized Carbazoles

A novel route to functionalized carbazoles utilizing a tandem Suzuki cross-coupling/SNAr protocol is described. This process was found to be compatible with a variety of electron-withdrawing groups including aldehydes, esters, and sulfones. Using this method, a concise total synthesis (four steps, 5...

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Bibliographic Details
Published inOrganic letters Vol. 9; no. 23; pp. 4893 - 4896
Main Authors St. Jean, David J, Poon, Steve F, Schwarzbach, Jamie L
Format Journal Article
LanguageEnglish
Published American Chemical Society 08.11.2007
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Summary:A novel route to functionalized carbazoles utilizing a tandem Suzuki cross-coupling/SNAr protocol is described. This process was found to be compatible with a variety of electron-withdrawing groups including aldehydes, esters, and sulfones. Using this method, a concise total synthesis (four steps, 50% overall yield) of the carbazole alkaloid glycosinine was achieved.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol702274y