Metal-free annulation of β-acylamino ketones: facile access to spirooxazolines and oxazolines via oxidative C-O bond formation

被引：23
|
作者：
Chavan, Santosh S. [1 ]
Rupanawar, Bapurao D. [1 ]
Kamble, Rohit B. [1 ]
Shelke, Anil M. [1 ]
Suryavanshi, Gurunath [1 ]
机构：
[1] CSIR, Chem Engn & Proc Dev Div, Natl Chem Lab, Dr Homi Bhaba Rd, Pune 411008, Maharashtra, India
来源：
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 04期
关键词：
ONE-POT SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; CYCLIZATION; EFFICIENT; NITRILES; ESTERS; CONVERSION; CHEMISTRY; CATALYSIS; ALDEHYDES;
D O I：
10.1039/c7qo00783c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A metal-free annulation reaction of beta-acylamino ketone derivatives has been reported for the synthesis of a group of functionalized spirooxazolines and oxazolines in good to excellent yields. The reaction proceeds via phenyliodine(III) diacetate (PIDA)-mediated oxidative C-O bond formation in the presence of BF3-OEt2. The mild reaction conditions, broad substrate scope, simple execution and synthetic potential of the products make this novel protocol very attractive.
引用
收藏
页码：544 / 548
页数：5
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