title: Hydride-induced novel cyclization of dienedinitriles leading to multifunctionalized cyclopentadienes.
abstract: By treatment with LiAlH(4), 1,4-dicyano-1,4-bis(trimethylsilyl)-1,3-dienes underwent a novel hydride-induced nucleophilic intermolecular 1,4-addition to the alpha,beta-unsaturated nitrile moiety, followed by an immediate nucleophilic intramolecular 1,2-addition to the remaining CN group, to afford multiply functionalized cyclopentadienes in high isolated yields. These multifunctional (-CN, -NH(2), -SiMe(3), -H) cyclopentadienes are of a rich and interesting reaction chemistry as preliminarily demonstrated by their reaction with ArNCO involving both the substituent and the ring.
authors.affiliation: Beijing National Laboratory for Molecular Science, College of Chemistry, Peking University, Beijing 100871, China.
authors.forename: Hui-Jun
authors.initials: HJ
authors.lastname: Zhang
authors.forename: Tianhao
authors.initials: T
authors.lastname: Meng
authors.forename: Bernard
authors.initials: B
authors.lastname: Demerseman
authors.forename: Christian
authors.initials: C
authors.lastname: Bruneau
authors.forename: Zhenfeng
authors.initials: Z
authors.lastname: Xi