Synthesis of 5-Methylene-2-pyrrolones

Marco Paolo Jacinto; Patricio Pichling; Marc M Greenberg

doi:10.1021/acs.orglett.8b02030

Synthesis of 5-Methylene-2-pyrrolones

Org Lett. 2018 Aug 17;20(16):4885-4887. doi: 10.1021/acs.orglett.8b02030. Epub 2018 Jul 31.

Authors

Marco Paolo Jacinto¹, Patricio Pichling¹, Marc M Greenberg¹

Affiliation

¹ Department of Chemistry , Johns Hopkins University , 3400 North Charles Street , Baltimore , Maryland 21218 , United States.

Abstract

A facile, one-pot synthetic method for the synthesis of 5-methylene-2-pyrrolones (5MPs) from inexpensive furfuryl acetate is described. Bromine oxidation and trapping of the in situ generated 1,4-dicarbonyl compound by a primary amine provided the corresponding 5MPs in 50-69% yield.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Bromine / chemistry
Cyclization
Furans / chemistry
Oxidation-Reduction
Pyrroles / chemical synthesis*

Substances

Furans
Pyrroles
Bromine

Grants and funding

R01 GM063028/GM/NIGMS NIH HHS/United States