title: Synthesis of 1,2,3-Substituted Pyrroles from Propargylamines via a One-Pot Tandem Enyne Cross Metathesis-Cyclization Reaction.
abstract: Enyne cross metathesis of propargylamines with ethyl vinyl ether enables the one-pot synthesis of substituted pyrroles. A series of substituted pyrroles, bearing alkyl, aryl, and heteroaryl substituents, has been synthesized in good yields under microwave irradiation. The reactions are rapid and procedurally simple and also represent a facile entry to the synthetically challenging 1,2,3-substituted pyrroles. The value of the methodology is further corroborated by the conversion of pyrroles into 3-methyl-pyrrolines and the derivatization of the 3-methyl-substituent arising from the metathesis reaction.
authors.affiliation: †Department of Applied Sciences, Northumbria University Newcastle, Ellison Building, Ellison Place, NE1 8ST Newcastle upon Tyne, United Kingdom.
authors.forename: Helene
authors.initials: H
authors.lastname: Chachignon
authors.affiliation: †Department of Applied Sciences, Northumbria University Newcastle, Ellison Building, Ellison Place, NE1 8ST Newcastle upon Tyne, United Kingdom.
authors.forename: Nicolò
authors.initials: N
authors.lastname: Scalacci
authors.affiliation: ‡Dipartimento di Biotecnologie, Chimica e Farmacia, University of Siena, Via A. Moro 2, 53100 Siena, Italy.
authors.forename: Elena
authors.initials: E
authors.lastname: Petricci
authors.affiliation: †Department of Applied Sciences, Northumbria University Newcastle, Ellison Building, Ellison Place, NE1 8ST Newcastle upon Tyne, United Kingdom.
authors.forename: Daniele
authors.initials: D
authors.lastname: Castagnolo
mesh_terms: D003500:Cyclization; D008872:Microwaves; D015394:Molecular Structure; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011437:Propylamines; D011758:Pyrroles; C009054:propargylamine; D010293:Pargyline