SYNTHESIS OF 5-OXO-1,2,3,5,6,7-HEXAHYDROIMIDAZO-[1,2-A]PYRIDINE-8-CARBONITRILES, 6-OXO-2,3,4,6,7,8-HEXAHYDRO-1H-PYRIDO[1,2-A]PYRIMIDINE-9-CARBONITRILES, AND 7-OXO-1,2,3,4,5,7,8,9-OCTAHYDROPYRIDO[1,2-A][1,3]DIAZEPINE-10-CARBONITRILES

被引:0
|
作者
VICTORY, P [1 ]
BUSQUETS, N [1 ]
BORRELL, JI [1 ]
TEIXIDO, J [1 ]
DEALVARO, C [1 ]
ARENAS, A [1 ]
ALVAREZLARENA, A [1 ]
PINIELLA, JF [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,UNITAT CRISTALLOG,E-08193 BARCELONA,SPAIN
关键词
D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple method for the synthesis of the title compounds is described. Thus, alpha,beta-unsaturated esters (1) are transformed in the already described 2-methoxy-6-oxo-1,4,5,6-tetrahydropyridine-3-carbonitriles (3) which are treated with NH2(CH2)(n)NH2 (n = 2, 3, 4) to afford the corresponding bicyclic compounds (4, 5, and 6). The nitrogen bridged nature of these compounds is determined by an X-ray structure analysis of 4b. A ring opening-ring closure mechanism is proposed for the formation of structures (4-6) on the basis of the reaction between 3b and N-15,N-15'-ethylenediamine which afforded N-15,N-15'-4b.
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页码:2173 / 2179
页数:7
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