Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 12, Pages 1897-1902Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201501073
Keywords
3-alkynylpyrrole-2-carboxylates; 2-aminoacetophenones; diynones; glycine esters
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Funding
- Ministry of Education of China [IRT1225]
- National Natural Science Foundation of China [21362002, 41465009, 81260472]
- Guangxi Natural Science Foundation of China [2014GXNSFDA118007]
- State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources [CMEMR2014A02, CMEMR2012A20]
- Bagui Scholar Program
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A transition metal-free and efficient method for the synthesis of 3-alkynylpyrrole-2-carboxylates from diynones and glycine esters or 2-aminoacetophenone hydrochloride has been developed. This transformation provides a large range of substituted pyrroles in good to excellent yields with the elimination of water as the only by-product. The detailed mechanistic studies elucidated that this transformation involves a Michael addition/intramolecular cyclodehydration process.
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