REACTIONS OF UNACTIVATED OLEFINS WITH VILSMEIER REAGENTS

被引:13
作者
KATRITZKY, AR
SHCHERBAKOVA, IV
TACK, RD
STEEL, PJ
机构
[1] EXXON CHEM CO,DIV PARAMINS,LINDEN,NJ 07036
[2] UNIV CANTERBURY,DEPT CHEM,CHRISTCHURCH 1,NEW ZEALAND
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1992年 / 70卷 / 07期
关键词
D O I
10.1139/v92-257
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of N-formylmorpholine/POCl3 with several unactivated olefins yield the corresponding alpha,beta-unsaturated aldehydes. Norbornene affords with dimethylformamide/POCl3 a product formed by a novel inverse-electron demand Diels-Alder reaction of an acyclic 2-azoniodiene. The structure of this product was confirmed by X-ray analysis. Crystals are monoclinic: a = 8.025(3), b = 11.670(3), c = 9.309(4) angstrom, beta = 108.03(3)-degrees, P2(1),Z = 2; the structure was refined to R = 0.044 for 1379 independent observed reflections.
引用
收藏
页码:2040 / 2045
页数:6
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