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Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2022-06-16 , DOI: 10.1021/acs.joc.2c00655
Zhiping Yin 1 , Weidong Shi 2 , Xiao-Feng Wu 3, 4
Affiliation  

Currently, the construction of new carbon–carbon bonds and value-added structures in an atom- and step economical manner has become a continuous pursuit in the synthetic chemistry community. Since the first transition-metal-catalyzed hydroformylation of ethylene was reported by Otto Roelen in the 1930s, impressive progress has been achieved in the carbonylative functionalization of unsaturated C–C bonds. In contrast to alkenes, the carbonylative functionalization of alkynes offers tremendous potential for the construction of multisubstituted carbonyl-containing derivatives because of their two independently addressable π-systems. This review provides a timely and necessary investigation of transition-metal-catalyzed carbonylative mutifunctionalization of alkynes with the exclusion of carbonylative hydrofunctionalizations. Different transition metals including palladium, rhodium, iridium, ruthenium, iron, copper, etc. were applied to the development of novel carbonylative transformation. Various C–C, C–N, C–O, C–S, C–B, C–Si, and carbon–halogen bonds were formed efficiently and give the corresponding tri- or tetrasubstituted α,β-unsaturated ketones, diesters, and heterocycles.

中文翻译:

过渡金属催化的炔烃羰基化多功能化

目前,以原子和步骤经济的方式构建新的碳-碳键和增值结构已成为合成化学界的持续追求。自 1930 年代 Otto Roelen 报道了第一个过渡金属催化的乙烯加氢甲酰化反应以来,不饱和 C-C 键的羰基化功能化取得了令人瞩目的进展。与烯烃相比,炔烃的羰基化功能化为构建多取代的含羰基衍生物提供了巨大的潜力,因为它们有两个独立的可寻址 π 系统。这篇综述对过渡金属催化的炔烃羰基化多官能化提供了及时和必要的研究,排除了羰基化加氢官能化。不同的过渡金属包括钯、铑、铱、钌、铁、铜等被应用于开发新型羰基化转化。各种C-C、C-N、C-O、C-S、C-B、C-Si和碳-卤素键有效形成,并得到相应的三或四取代的α,β-不饱和酮、二酯、和杂环。
更新日期:2022-06-16
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