Simple and Efficient Synthesis of 3-(N-Hydroxylamino)-1,3-diarylpropan-1-one Oximes Under Ultrasound Irradiation
摘要:
A series of 3-(N-hydroxylamino)-1,3-diarylpropan-1-one oximes have been synthesized through the reaction of chalcones and hydroxylamine hydrochloride in 56-96% yield within 2-3 h in the presence of sodium acetate in EtOH under ultrasound irradiation.
Addition of diethylzinc to aryl aldehydes catalyzed by (1S,3S)-N,N1-bis[benzyl]-1,3-diphenyl-1,3-propanediamine and its dilithium salt: a mechanistic rationale investigation.
substituted 1,3-diamine , synthesized in high optical purity, and the corresponding dilithium salt are used, for the first time, as chiral catalysts in the addition of ZnEt2 to aromatic aldehydes. Both 1a and 1b are able to promote the reaction but the products obtained exhibited low enantiomeric excesses. By 1H NMR and UV-CD investigation, experimental evidences about the structure of some reaction intermediates
以高光学纯度合成的N,N I-双苄基取代的1,3-二胺和相应的二锂盐首次用作将ZnEt 2加至芳族醛中的手性催化剂。既1A和1B是能够促进反应而得到的产物表现出低对映体过量。通过1 H NMR和UV-CD研究,获得了一些反应中间体的结构的实验证据:反应途径与光谱数据一致,可以推测其化学和立体化学结果。
v. Auwers; Mueller, Journal fur praktische Chemie (Leipzig 1954), 1933, vol. <2> 137, p. 102,128
Simple and Efficient Synthesis of 3-(N-Hydroxylamino)-1,3-diarylpropan-1-one Oximes Under Ultrasound Irradiation
作者:Ji-Tai Li、Xiao-Hui Zhang、Zhi-Ping Lin
DOI:10.1080/00397910801979353
日期:2008.8.19
A series of 3-(N-hydroxylamino)-1,3-diarylpropan-1-one oximes have been synthesized through the reaction of chalcones and hydroxylamine hydrochloride in 56-96% yield within 2-3 h in the presence of sodium acetate in EtOH under ultrasound irradiation.
Asahina; Mayeda, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1933, vol. 53, p. 548,554; dtsch. Ref. S. 87, 90