Synthesis of 4-Isoxazolines through Gold(I)-Catalyzed Cyclization of Propargylic N-Hydroxylamines

被引：19
|
作者：
Chandrasekhar, B.
Ahn, Sewon
Ryu, Jae-Sang [1 ]
机构：
[1] Ewha Womans Univ, Coll Pharm, 52 Ewhayeodae Gil, Seoul 03760, South Korea
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 15期
基金：
新加坡国家研究基金会;
关键词：
ONE-POT SYNTHESIS; ALKYNYLZINC REAGENTS; ASYMMETRIC ADDITION; NITRONES; 2,3-DIHYDROISOXAZOLES; ACYLAZIRIDINES; N-(PROPARGYLIC)HYDROXYLAMINES; CYCLOADDITION; REARRANGEMENT; ISOXAZOLINES;
D O I：
10.1021/acs.joc.6b01499
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New catalytic methods for the synthesis of 4-isoxazolines have been developed via catalytic intramolecular cyclizations of propargylic N-hydroxylamines. The reactions proceed rapidly in less than 1 h at room temperature in the presence of 5 mol % (PPh3)AuCl/5 mol % AgOTf or 5 mol % (PPh3)AuNTf2. This process features an efficient route to 4-isoxazolines with high yields, short reaction times, and mild reaction conditions.
引用
收藏
页码：6740 / 6749
页数：10
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