Journal
CHEMICAL COMMUNICATIONS
Volume 52, Issue 5, Pages 900-903Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc08071a
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Funding
- NSFC [21232004, 21332005, 21272095, 21472071]
- PAPD of Jiangsu Higher Education Institutions
- Robert A. Welch Foundation (USA) [D-1361]
- NIH (USA) [R33DA031860]
- Outstanding Youth Fund of JSNU [YQ2015003]
- NSF of Jiangsu Province [BK20151163]
- Open Foundation of Jiangsu Key Laboratory [K201505]
- NATIONAL INSTITUTE ON DRUG ABUSE [R33DA031860] Funding Source: NIH RePORTER
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A novel three-component bicyclization strategy for the efficient synthesis of densely functionalized pyrano[3,4-c]pyrroles has been established from readily accessible 3-aroylacrylic acids, dialkyl acetylenedicarboxylates and isocyanides. The reaction pathway involves Huisgen 1,3-dipole formation, Passerini-type reaction, Mumm rearrangement and an oxo-Diels-Alder reaction sequence, resulting in continuous multiple bond-forming events including C-N, C-O and C-H bonds to rapidly build up molecular complexity.
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