Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 7, Pages 2501-2506Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201503496
Keywords
benzannulation; carbazoles; cycloisomerization; metal-free synthesis; propargylation
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Funding
- Council of Scientific and Industrial Research (CSIR)-New Delhi
- XII five-year programme project under ORIGIN [CSC-108]
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A novel one-pot [4+2]-benzannulation approach to substituted carbazoles is accomplished by acid-catalyzed C3-propargylation of 2-alkenyl/aryl indoles with 1-aryl propargylic alcohols, followed by cycloisomerization. A variety of 2-alkenylated indoles and 2-aryl/heteroaryl indoles successfully participated in this tandem reaction with 1-aryl/heteroaryl propargylic alcohols to provide diversely substituted and annulated carbazoles, as well as an aza[5]helicene.
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