Iron/Caffeine as a Catalytic System for Microwave-Promoted Benzamide Formation

被引：21
作者：
Bantreil, Xavier [1 ]
Navals, Pauline [1 ]
Martinez, Jean [1 ]
Lamaty, Frederic [1 ]
机构：
[1] Univ Montpellier 2, IBMM, UMR 5247, CNRS,Univ Montpellier 1 & 2,ENSCM, F-34095 Montpellier 5, France
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 02期
关键词：
Homogeneous catalysis; Oxidation; Microwave chemistry; Amides; Iron; AMIDE BOND FORMATION; OXIDATIVE AMIDATION; CARBOXYLIC-ACIDS; MOLECULAR-IODINE; BENZYL ALCOHOLS; GREEN SYNTHESIS; IRON; ALDEHYDES; NANOPARTICLES; NITRILES;
D O I：
10.1002/ejoc.201403173
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The amide bond is an essential unit in many drugs and polymers. The catalyzed oxidation of alcohols and amines is an effective method to form amides with limited undesired waste. Herein, we demonstrate the beneficial effect of microwave activation for this reaction. The benzamides were directly formed from alcohols and amine hydrochloride salts in short reaction times with yields up to 84% and TOFs (turn-over frequencies) up to 33.6 h(-1). Among the examined transition metals, only nontoxic and inexpensive FeCl2 center dot 4H(2)O together with caffeine as a stabilizing ligand provided a uniquely efficient catalytic system for the transformation. Natural sources of caffeine were also evaluated under the amidation conditions.
引用
收藏
页码：417 / 422
页数：6
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