Trialkylphosphine-Mediated Synthesis of 2-Acyl Furans from Ynenones
Chao Xu, Stéphane Wittmann, Manuel Gemander, Venla Ruohonen and J. Stephen Clark*
*WestCHEM, School of Chemistry, Joseph Black Building,
University of Glasgow, University Avenue, Glasgow G12 8QQ, United Kingdom,
Email: stephen.clark
glasgow.ac.uk
C. Xu, S. Wittmann, M. Gemander, V. Ruohonen, J. S. Clark, Org. Lett., 2017, 19, 3556-3559.
DOI: 10.1021/acs.orglett.7b01533
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Abstract
2-Acyl furans can be constructed from ynenones via a sequential addition of a trialkylphosphine, 5-exo-dig cyclization to form a furan ring, and oxidation of the resulting phosphonium ylide with molecular oxygen. Many common functional groups are tolerated, and the products are obtained in very good yield under mild conditions.
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proposed mechanism
Key Words
ID: J54-Y2017
