Microwave-Assisted Domino Benzannulation of a-Oxo Ketenes: Preparation of 1,3-Dihydro-2H-1,5-benzodiazepin-2-ones

被引:28
作者
Castillo, Juan-Carlos [2 ]
Presset, Marc [1 ]
Abonia, Rodrigo [2 ]
Coquerel, Yoann [1 ]
Rodriguez, Jean [1 ]
机构
[1] Aix Marseille Univ, CNRS, Inst Sci Mol Marseille, iSm2,Ctr St Jerome,Serv 531, F-13397 Marseille 20, France
[2] Univ Valle, Dept Quim, Cali 25360, Colombia
关键词
Annulation; Diazo compounds; Microwave chemistry; Nitrogen heterocycles; Domino reactions; 1,3-DICARBONYL COMPOUNDS; WOLFF REARRANGEMENT; O-PHENYLENEDIAMINE; ORGANIC-SYNTHESIS; STEP ECONOMY; POT; 2-DIAZO-1,3-DIKETONES; 1,5-BENZODIAZEPINES; ACYLKETENES; ROUTE;
D O I
10.1002/ejoc.201200093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The microwave irradiation of a series of 2-diazo-1,3-diketones in the presence of an o-phenylenediamine derivative triggered a domino Wolff rearrangement/nucleophilic addition/intramolecular imination sequence to provide a new synthetic entry to 1,3-dihydr-2H-1,5-benzodiazepin-2-ones, a class of molecules with important biological properties.
引用
收藏
页码:2338 / 2345
页数:8
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