GENERATION OF SPECIFICALLY SUBSTITUTED PYRIDINES AND PYRIDONES FROM 2(1H) PYRAZINONES AND ACETYLENES - A FMO DESCRIPTION

被引：34

作者：

TUTONDA, M ^{[1
]}

VANDERZANDE, D ^{[1
]}

HENDRICKX, M ^{[1
]}

HOORNAERT, G ^{[1
]}

机构：

[1] CATHOLIC UNIV LEUVEN,DEPT CHEM,ORGAN SYNTH & QUANTUM CHEM LABS,CELESTIJNENLAAN 200F,B-3030 HEVERLEE,BELGIUM

来源：

TETRAHEDRON | 1990年 / 46卷 / 16期

关键词：

D O I：

10.1016/S0040-4020(01)87770-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title compounds were obtained from reaction of variously substituted 2(1H)pyrazinones with acetylenic derivatives. Experimental evidence points out to a two step mechanism : a Diels Alder cycloaddition followed by immediate decomposition of the adducts into the title products via two competitive retro Diels Alder reactions. The product distribution, which is shown to be highly dependent on the substitution pattern of the reactants, is accounted for by a simple FMO model. © 1990.

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页码：5715 / 5732

页数：18

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