One-Pot Multicomponent Mechanosynthesis of Polysubstituted trans-2,3-Dihydropyrroles and Pyrroles from Amines, Alkyne Esters, and Chalcones
Hui Xu, Hong-Wei Liu, Kuan Chen and Guan-Wu Wang*
*Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China, Email: gwangustc.edu.cn
H. Xu, H.-W. Liu, K. Chen, G.-W. Wang, J. Org. Chem., 2018, 83, 6035-6049.
The combination of I2/PhI(OAc)2 promotes an efficient and practical one-pot reaction of amines with alkyne esters and chalcones under solvent-free ball-milling conditions to afford a variety of polysubstituted trans-2,3-dihydropyrroles in good yields. This protocol furnishes the corresponding pyrroles with the addition of DDQ as oxidant in a subsequent step.
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dihydropyrroles, pyrroles, PIDA, iodine, DDQ, mechanochemistry