Cascade reaction of propargylic alcohols with hydroxylamine hydrochloride: facile synthesis of α,β-unsaturated oximes and nitriles
作者: Qi ZhangLinjing ZhangChaojun TangHuan LuoXuediao CaiYonghai Chai
作者单位: 1School of Chemistry and Chemical Engineering, Shaanxi Normal University, No. 199 South Chang'an Road, Xi'an 710062, PR China
2Chongqing Huapont Pharm. CO., LTD., No. 69 Xingguang Avenue, Chongqing 401121, PR China
3Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Shaanxi Normal University, No. 199 South Chang'an Road, Xi'an 710062, PR China
刊名: Tetrahedron, 2016, Vol.72 (44), pp.6935-6942
来源数据库: Elsevier Journal
DOI: 10.1016/j.tet.2016.09.010
关键词: αβ-unsaturated oximesαβ-unsaturated nitrilesPropargylic alcoholsHydroxylamine hydrochlorideOrganic acidDehydrating promoter
英文摘要: Abstract(#br)We have developed an easy and practical method for the synthesis of α,β-unsaturated oximes and nitriles from readily available propargylic alcohols with hydroxylamine hydrochloride (NH 2 OH·HCl) under metal-free conditions. By using or not using p -toluenesulfonyl chloride ( p -TsCl) as the dehydrating promoter, the desired nitriles or oximes could be obtained, respectively via a three-step one-pot or two-step one-pot process in moderate to excellent yields with good functional group compatibility.
全文获取路径: Elsevier  (合作)
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影响因子:2.803 (2012)

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