Sustainable Manganese-Catalyzed Solvent-Free Synthesis of Pyrroles from 1,4-Diols and Primary Amines

Type
Article

Authors
Borghs, Jannik C.
Lebedev, Yury
Rueping, Magnus
El-Sepelgy, Osama

KAUST Department
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division

Online Publication Date
2018-12-24

Print Publication Date
2019-01-04

Date
2018-12-24

Abstract
A general and selective metal-catalyzed conversion of biomass-derived primary diols and amines to the highly valuable 2,5-unsubstituted pyrroles has been developed. The reaction is catalyzed by a stable nonprecious manganese complex (1 mol %) in the absence of organic solvents whereby water and molecular hydrogen are the only side products. The manganese catalyst shows unprecedented selectivity, avoiding the formation of pyrrolidines, cyclic imides, and lactones.

Citation
Borghs JC, Lebedev Y, Rueping M, El-Sepelgy O (2018) Sustainable Manganese-Catalyzed Solvent-Free Synthesis of Pyrroles from 1,4-Diols and Primary Amines. Organic Letters 21: 70–74. Available: http://dx.doi.org/10.1021/acs.orglett.8b03506.

Acknowledgements
J.C.B. is thankful for financial support of the German Federal Environmental Foundation (DBU).

Publisher
American Chemical Society (ACS)

Journal
Organic Letters

DOI
10.1021/acs.orglett.8b03506

Additional Links
https://pubs.acs.org/doi/10.1021/acs.orglett.8b03506

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