Journal
ORGANIC LETTERS
Volume 23, Issue 19, Pages 7555-7560Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02754
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Funding
- National Natural Science Foundation of China [21702078]
- Outstanding Youth Fund of Jiangsu Province
- KTH Royal Institute of Technology
- Wenner-Gren Foundations
- Olle Engkvist Foundation
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An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported in this study, providing access to various synthetically useful N-fused heterocyclic scaffolds. The mechanism involves nucleophilic addition/protonation/elimination/cydoisomerization pathways. The protocol established in this research is controlled, facile, and modular.
An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported. The established protocol provides controlled, facile, and modular access to a range of synthetically useful N-fused heterocyclic scaffolds containing indolizines, pyrrolo[1,2-a]quinolines, pyrrolo[2,1-a]isoquinolines, and 1H-imidazo[4,5-a]indolizin-2(3H)-ones. A mechanistic pathway involving nucleophilic addition/protonation/elimination/cydoisomerization is proposed.
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