Nickel-Catalyzed Hydrocarbamoylation of Alkenes with Isocyanates
Meng-Ying Qian1, Yu-Qing Wang1, Qi-Lin Zhou1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, China.
Abstract:
The hydrocarbamoylation of alkenes with isocyanates is a promising method for synthesizing amides. However, applying this strategy to more inert, simple alkenes, such as styrenes, α-olefins, and internal alkenes, poses significant challenges. Here, we report the first nickel-catalyzed hydrocarbamoylation of alkenes with isocyanates, facilitated by triethoxysilane to reduce nickelacycle intermediates. By switching ligands─including 6,6'-dimethyl-2,2'-bipyridine and N-heterocyclic carbene─this method efficiently produces amides from a diverse array of alkenes, including styrenes, α-olefins, internal alkenes, and gaseous olefins.
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