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Nickel/Cobalt‐Catalyzed Reductive Hydrocyanation of Alkynes with Formamide as the Cyano Source, Dehydrant, Reductant, and Solvent
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-11-04 , DOI: 10.1002/adsc.202000935
Jin Zhang 1, 2 , Cui‐Ping Luo 1 , Luo Yang 1
Affiliation  

A Ni/Co co‐catalyzed reductive hydrocyanation of various alkynes was developed for the production of saturated nitriles. Hydrocyanic acid is generated in situ from safe and readily available formamide. Formamide played multiple roles as a cyano source, dehydrant, and reductant for the NiII pre‐catalyst and vinyl nitriles, along with acting as the co‐solvent in this reaction. Detailed mechanistic investigation supported a pathway via hydrocyanation of C≡C bond and the subsequent reduction of C=C bond. Wide substrate scope, the employment of a cheap and stable nickel salt as pre‐catalyst, a safe cyano source and convenient experimental operation render this hydrocyanation practical for the laboratory synthesis of saturated nitriles.

中文翻译:

以甲酰胺为氰源,脱水剂,还原剂和溶剂的镍/钴催化炔烃的还原性氢氰化

开发了一种Ni / Co共催化的各种炔烃的还原性氢氰化反应,用于生产饱和腈。氢氰酸是从安全易得的甲酰胺中原位生成的。甲酰胺在Ni II预催化剂和乙烯基腈中起氰基源,脱水剂和还原剂的作用,并在该反应中作为助溶剂。详细的机理研究支持了通过C≡C键氢氰化和随后C = C键还原的途径。广泛的底物范围,使用便宜且稳定的镍盐作为前催化剂,安全的氰基来源和方便的实验操作使这种氢氰化法在实验室合成饱和腈方面具有实用性。
更新日期:2021-01-05
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