title: Synthesis of Spiro-lactams and Polysubstituted Pyrroles via Ceric Ammonium Nitrate-Mediated Oxidative Cyclization of N-Furan-2-ylmethyl-β-Enaminones.
abstract: Spiro-lactams and polysubstituted pyrroles were synthesized by reactions of furfurylamines with ynones followed by oxidation. Specifically, the protocol involved in situ generation of N-furan-2-ylmethyl-β-enaminones and their subsequent oxidation by ceric ammonium nitrate (6 equiv for spiro-lactam formation, 3 equiv for pyrrole formation). This useful dearomatizing oxidation, which likely proceeds via a free-radical pathway, can be expected to extend the synthetic applications of furan and pyrrole derivatives.
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou, 510640, PR China.
authors.forename: Hui
authors.initials: H
authors.lastname: Peng
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou, 510640, PR China.
authors.forename: Jiuyi
authors.initials: J
authors.lastname: Li
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou, 510640, PR China.
authors.forename: Furong
authors.initials: F
authors.lastname: Wang
authors.affiliation: Guangdong Provincial Academy of Chinese Medical Sciences , Guangzhou, 510006, PR China.
authors.forename: Bo
authors.initials: B
authors.lastname: Liu
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou, 510640, PR China.
authors.forename: Biaolin
authors.initials: B
authors.lastname: Yin