遷移金属触媒を用いるハロゲン化アルキル類と有機金属試薬とのクロスカップリング反応

Abstract

Cross-coupling reaction of organic halides with main group organometallic reagents has now become one of the most practical and reliable methods for constructing C-C bonds in organic synthesis. During the last three decades numbers of such reactions using organic halides bearing C (sp2) -X bond have been developed by the aid of transition-metal catalysts, especially Pd and Ni. On the other hand, the use of alkyl halides in transition-metal catalyzed cross-coupling reaction had not well been developed until quite recently. This is probably due to the low reactivities of alkyl halides toward oxidative addition and also to undesirable facile β-elimination from alkylmetal intermediates. Since several years ago, however, some significant methodological evolutions to overcome these difficulties have been achieved by tuning up the ligands and/or constructing novel catalytic systems based on new mechanisms. This review article summarizes recent progress in transition metal-catalyzed cross-coupling reaction of alkyl halides with organometallic reagents.