Brønsted acid mediated nitrogenation of propargylic alcohols: an efficient approach to alkenyl nitriles.
A novel and efficient approach to alkenyl nitriles from readily available propargylic alcohols has been developed. This nitrogenation reaction is transition-metal-free and could be conducted under air at ambient temperature, which makes this protocol promising and practical. Moreover, NH4Br is disclosed as an efficient additive to promote the stereoselectivity of this reaction.
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191, China. jiaoning@bjmu.edu.cn.
Xiaoqiang
X
Huang
Ning
N
Jiao
D000143:Acids / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy; D013464:Sulfuric Acids / Q000737:chemistry*
D000143:Acids; D000480:Alkynes; D009570:Nitriles; D020005:Propanols; D013464:Sulfuric Acids; C028255:propargyl alcohol; D009584:Nitrogen; C033158:sulfuric acid