CYCLOADDITIONS .48. NOVEL HETEROCYCLES BY BIS HETEROANNULATION OF OXAZOLES

被引:15
作者
HASSNER, A
FISCHER, B
机构
[1] Department of Chemistry, Bar-Ilan University
关键词
D O I
10.1021/jo00010a044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the first examples of intramolecular Diels-Alder addition of heterodienophiles N = N, C =N, C = O, C = S to oxazoles. The required 5-ethoxy- and 5-phenyloxazoles were synthesized bearing a side chain of variable length on C-2 to which the different heterodienophiles are attached. The products of the thermal bis heteroannulation are 3-triazolines, imidazolines, oxazolines, or thiazolines fused to a five- to six-membered ring. Relative reactivities were established and the mechanism is discussed.
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页码:3419 / 3425
页数:7
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