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Site-selective C-H bond carbonylation with CO2 and cobalt-catalysis

机译：与二氧化碳和Site-selective碳氢键羰基化cobalt-catalysis

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摘要

Utilization of anthropogenic greenhouse gas CO2 for catalytic C-C bond formation via conversion to essentially valuable C1 synthons like CO is very challenging. The requirement of an efficient catalyst that has the ability to convert CO2 into CO and activate inert C-H bonds is the bottleneck. We herein demonstrate a tandem approach accomplished in a two-chamber system for efficient fluoride-mediated generation of CO from CO2 using disilane as a deoxygenating reagent and utilization of the in situ-produced CO gas for C-H bond carbonylation using earth-abundant cobalt catalysts. The ease of handling CO2 gas at atmospheric pressure allows us to prepare C-13 labelled compounds which are otherwise difficult to achieve. The procedure developed makes it possible to utilize CO2 as a CO source, which can be widely applied as a C1 synthon that can be incorporated between C-H and N-H bonds of aromatic, hetero-aromatic and aliphatic carboxamides for the synthesis of various cyclic imides including spirocycles in a site-selective fashion. The late-stage derivatization of a well-known angiotensin receptor blocker (ARB), Telmisartan, and a well-known drug for very low-density lipoproteins (VLDLs), Gemfibrozil, is demonstrated. Further, to showcase the generality of the reaction, various pharmacologically important and privileged scaffolds like xanthone, coumarin and isatin have been synthesized with CO2 under atmospheric pressure.
机译：利用人为的温室气体二氧化碳通过转换为催化碳碳键的形成C1合成纤维像公司的价值非常具有挑战性的。催化剂,将二氧化碳转化为能力公司并激活惰性是碳氢键瓶颈。方法在两院的系统来完成高效fluoride-mediated代公司使用作为一个脱氧乙硅烷试剂和二氧化碳situ-produced CO气体的利用率碳氢键使用地球上充足的羰基化反应钴催化剂。让我们准备c13大气压力否则很难标记化合物才能实现。可以利用二氧化碳作为公司来源,可以被广泛应用为C1合成纤维,可以碳氢键和氮氢键之间的合并芳香,hetero-aromatic和脂肪族甲酰胺的合成各种循环胺系列包括spirocycles site-selective时尚。著名的血管紧张素受体阻滞剂(ARB),替米沙坦,一个著名的药物低密度脂蛋白(vldl)、二甲苯氧庚酸演示。的反应,各种药物重要的特权支架和氧杂蒽酮一样,合成了香豆素和靛红二氧化碳在大气压力下。

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