芳基重氮盐参与的偶联反应研究进展有机化学.pdfVIP

DOI: 10.6023/cjoc201404004 综述与进展 有机化学 Chinese Journal of Organic Chemistry REVIEW 芳基重氮盐参与的偶联反应研究进展 宣赏赐 王晓丹 王建伟 赵保丽 程 凯* 齐陈泽 (绍兴文理学院 浙江省精细化学品传统工艺替代技术研究重点实验室 绍兴 312000) 摘要 芳基重氮盐由于其价廉易得、反应活性高等特点作为芳基化试剂广泛应用于偶联反应中, 近年来在有机合成中 越来越受到化学家们的重视. 综述了 2006 年以来的芳基重氮盐参与的偶联反应的研究情况, 结合本课题组的工作, 重 点探讨芳基重氮盐在新的碳碳键构筑方式、天然产物骨架的构建、非均相催化领域的延伸以及绿色合成等方面的新应 用和新进展. 关键词 芳基重氮盐; 偶联反应; 碳碳键的构筑; 绿色合成 Research Progress on Cross-Coupling with Aryl Diazonium Salts Xuan, Shangci Wang, Xiaodan Wang, Jianwei Zhao, Baoli Cheng, Kai* Qi, Chenze (Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000) Abstract Aryl diazonium salts have been widely used in cross-coupling reaction due to its easily available and highly reac- tivity as arylation reagents, which have drawn more and more attention by chemists in organic synthesis in recent years. The research progress since 2006 on cross-coupling with aryl diazonium salts combined with our work is reviewed, focusing on new applications and new progress of aryl diazonium salts in new method to build carbon-carbon bond, with construction of the natural product skeleton, in the field of heterogeneous catalysis and other aspects of green synthesis. Keywords aryl diazonium salts; cross-coupling; construction of C—C bond; green synthesis 在钯催化的偶联反应中, 卤代烃是一类最常见的亲 质成为偶联反应中极具研究价值的亲电试剂, 成为新的 电试剂, 该类型反应能否顺利进行的关键环节是过渡金 研究热点. 其主要原因在于芳基重氮盐具有以下特点: 属插入碳卤键从而来启动催化循环. 溴代烃、碘代烃虽