title: Cyclopenta[b]pyrroles from triazines: synthetic and mechanistic studies.
abstract: The pyrrolidine-mediated reactions of 3,5-disubstituted 1,2,4-triazines with cyclobutanone lead to cyclopenta[b]pyrroles, which can be derivatized into hydrazones and oximes. The cyclopenta[b]pyrrole ring system likely arises through a tandem [4 + 2] cycloaddition/cycloreversion/ring rearrangement reaction. In contrast, 3,6-disubstituted 1,2,4-triazines undergo a simple nucleophilic 1,4-addition with cyclobutanone to give 1:1 adducts.
authors: Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, USA.
authors: Long
authors: L
authors: Ye
authors: Makhluf J
authors: MJ
authors: Haddadin
authors: Michael W
authors: MW
authors: Lodewyk
authors: Andrew J
authors: AJ
authors: Ferreira
authors: James C
authors: JC
authors: Fettinger
authors: Dean J
authors: DJ
authors: Tantillo
authors: Mark J
authors: MJ
authors: Kurth