Hydride-Induced Novel Cyclization of Dienedinitriles Leading to Multifunctionalized Cyclopentadienes
                                
                                    
                                        作者:Hui-Jun Zhang、Tianhao Meng、Bernard Demerseman、Christian Bruneau、Zhenfeng Xi                                    
                                    
                                        DOI:10.1021/ol901840c
                                    
                                    
                                        日期:2009.10.1
                                    
                                    By treatment with LiAIH(4),1,4-dicyano-1,4-bis(trimethylsilyi 1,3-dienes underwent a novel hydride-induced nucleophilic intermolecular 1,4-addition to the 4-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, -NH2, -SiMe3, -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.