Journal
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
Volume 90, Issue 2, Pages 214-221Publisher
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS
DOI: 10.1139/V11-150
Keywords
vinyl azides; 2,3,4-trisubstituted pyrroles; cyclization reaction; nucleophilic reaction; multicomponent reaction
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Funding
- National Natural Science Foundation of China [30772652, 90813026]
- National Key Tech Project for Major Creation of New Drugs [2009ZX09501-010]
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A facile synthesis of polysubstituted pyrroles from tosylmethyl isocyanide (TOSMIC) and readily synthesized vinyl azides was developed. The reaction proceeded under mild conditions in the presence of base. 2-Tosyl-substituted pyrroles were obtained in moderate to good isolated yields. Additionally, a base-initiated one-pot pyrrole synthesis also was developed using carboxaldehydes, ethyl 2-azidoacetate, and TOSMIC.
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