Journal
ORGANIC LETTERS
Volume 24, Issue 25, Pages 8406-8411Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03537
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Funding
- Natural Science Foundation of Anhui Province [2008085QB64]
- Foundation of Anhui Province Key Laboratory of Clean Energy Materials and Chemistry for Sustainable Conversion of Natural Resources [LCECSC-15]
- Foundation of Anhui Polytechnic University [Xjky2020079]
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A novel and efficient multi-component reaction has been developed for the synthesis of polysubstituted pyrroles. This protocol offers several advantages including mild reaction conditions, broad substrate scope, and high efficiency.
A novel and efficient I2/FeCl3-catalyzed domino reaction of aurones with enamino esters via Michael addition, iodination, intramolecular nucleophilic substitution, and spiro ring opening processes has been developed, affording a vast variety of polysubstituted pyrroles in moderate to excellent yields. This protocol features mild reaction conditions, broad substrate scope, high atom economy and efficiency, and feasibility for large-scale synthesis. A plausible mechanism for the pyrrole synthesis is proposed.
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