A combined experimental and theoretical study of the synthesis of quinazolino[3,2-a][1,5] benzodiazepin-13-ones

被引：4
|
作者：
Janciene, Regina [1 ]
Vektariene, Ausra [2 ]
Mikulskiene, Gema [1 ]
Javorskis, Tomas [1 ]
Vektaris, Gytis [2 ]
Klimavicius, Algirdas [1 ]
机构：
[1] Vilnius Univ, Inst Biochem, Mokslininku 12, LT-08662 Vilnius, Lithuania
[2] Vilnius Univ, Inst Theoret Phys & Astron, LT-01108 Vilnius, Lithuania
来源：
ARKIVOC | 2013年
关键词：
Dihydroquinazolino[3,2-a][1,5] benzodiazepine; 1-(2-nitrobenzoyl)-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one; reductive heterocyclization; quantum-chemistry calculations; CONVENIENT SYNTHESIS; FLUOROUS SYNTHESIS; ATOMIC CHARGES; REGIOSELECTIVITY; CHEMISTRY; BEHAVIOR; DFT;
D O I：
10.3998/ark.5550190.p008.073
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and efficient general approach to various tetracyclic 6,7-dihydroquinazolino[3,2-a][1,5]benzodiazepin-13(5H)-ones has been demonstrated by reductive N-heterocyclization of 5-alkyl- or benzoyl-1-(2-nitrobenzoyl)-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones. These 2-nitrobenzoylamides were obtained by acylation of the starting 5-alkyl- or benzoyl-1,5-benzodiazepin-2-ones with 2-nitrobenzoyl chloride. A theoretical understanding of the features of the reductive N-heterocyclization reaction was provided by means of quantum chemical reactivity descriptors calculations.
引用
收藏
页码：57 / 75
页数：19
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