Journal
ORGANIC LETTERS
Volume 19, Issue 6, Pages 1346-1349Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00201
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Funding
- NSFC [21522202, 21502017, 21372038]
- Ministry of Education of the People's Republic of China [NCET-13-0714]
- Jilin Provincial Research Foundation for Basic Research [20140519008JH]
- Fundamental Research Funds for Central Universities [2412015BJ005, 2412015KJ013, 2412016KJ040]
- Jilin Province Key Laboratory of Organic Functional Molecular Design Synthesis [130028658]
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An unexpected silver-catalyzed cascade reaction of beta-enaminones and isocyanoacetates affording functionalized pyrrole derivatives is reported. In this reaction, tautomeric equilibria of beta-enaminones are utilized to generate imine partners in situ. A hypothesized sequential Mannich addition/ cyclization of imine tautomers and isocyanoacetates followed by an unprecedented ring-opening of the resultant 2-imidazolines and dehydration condensation deliver the final 1,2,4,5-tetrasubstituted pyrrole products.
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