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. 2018 Jun 1;83(11):6035-6049.
doi: 10.1021/acs.joc.8b00665. Epub 2018 May 23.

One-Pot Multicomponent Mechanosynthesis of Polysubstituted trans-2,3-Dihydropyrroles and Pyrroles from Amines, Alkyne Esters, and Chalcones

Hui Xu  1 , Hong-Wei Liu  1 , Kuan Chen  1 , Guan-Wu Wang  1   2
Affiliations

One-Pot Multicomponent Mechanosynthesis of Polysubstituted trans-2,3-Dihydropyrroles and Pyrroles from Amines, Alkyne Esters, and Chalcones

Hui Xu et al. J Org Chem. .

Abstract

An efficient and practical one-pot multicomponent reaction of amines with alkyne esters and chalcones promoted by I2/PhI(OAc)2 has been developed under solvent-free ball-milling conditions to afford a variety of polysubstituted trans-2,3-dihydropyrroles in moderate to good yields. The present method features a short reaction time, mild reaction conditions, broad substrate scope, and feasibility of large-scale synthesis. Intriguingly, this protocol can also furnish the corresponding synthetically more attractive pyrroles with the addition of an oxidant in a one-pot way.

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