Metal-Free Oxidative C=C Bond Cleavage of Electron-Deficient Enamines Promoted by tert-utyl Hydroperoxide

被引：8
|
作者：
Adib, Mehdi [1 ]
Pashazadeh, Rahim [1 ]
Gohari, Seyed Jamal Adin [2 ]
Shahsavari, Fatemeh [3 ]
机构：
[1] Univ Tehran, Sch Chem, Coll Sci, POB 14155-6455, Tehran, Iran
[2] Imam Hossein Univ, Dept Chem, Tehran, Iran
[3] Natl Petrochem Co, Petrochem Res & Technol Co, Tehran, Iran
来源：
SYNLETT | 2017年 / 28卷 / 12期
关键词：
tert-butyl hydroperoxide; oxidation; bond cleavage; enamines; oxamates; arylacetamides; C-H FUNCTIONALIZATION; CATALYZED CARBONYLATION-PEROXIDATION; N-ARYL ENAMINES; RADICAL-ADDITION; UNACTIVATED ALKENES; AEROBIC OXYGENATION; ALPHA-KETOAMIDES; MOLECULAR-OXYGEN; CARBOXYLIC-ACIDS; FREE ACYLATION;
D O I：
10.1055/s-0036-1588990
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel tert- butyl hydroperoxide ( TBHP)- promoted oxidative C= C double- bond cleavage of enamines is described. Heating a solution of an electron- deficient enamine in chlorobenzene at 80 degrees C in the presence of TBHP for two hours led to cleavage of the C= C bond. This study offers a new strategy to carry out C= O double- bond formation by the use of TBHP.
引用
收藏
页码：1481 / 1485
页数：5
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