Sustainable Manganese-Catalyzed Solvent-Free Synthesis of Pyrroles from 1,4-Diols and Primary Amines
Jannik C. Borghs, Yury Lebedev, Magnus Rueping*, Osama El-Sepelgy*
*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, Email: magnus.ruepingrwth-aachen.de, osama.elsepelgyrwth-aachen.de
J. C. Borghs, Y. Lebedev, M. Rueping, O. El-Sepelgy, Org. Lett., 2019, 21, 70-74.
DOI: 10.1021/acs.orglett.8b03506 (free Supporting Information)
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A general, selective, and atom economic metal-catalyzed conversion of primary diols and amines to highly valuable 2,5-unsubstituted pyrroles is catalyzed by a stable manganese complex in the absence of organic solvents. Water and molecular hydrogen are the only side products. The reaction shows unprecedented selectivity, avoiding the formation of pyrrolidines, cyclic imides, and lactones.
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