Australian Journal of Chemistry p. 603 - 622 (1993)
Update date:2022-08-05
Topics:
Black, David St. C.
Craig, Donald C.
Deb-Das, Renu B.
Kumar, Naresh
The N-allylindole-2-carbaldehydes (5)-(8) and related methyl ketones (9)-(12) undergo reaction with N-methylhydroxylamine to give the cycloadducts (14)-(17) and (19)-(22), respectively.These adducts contain isoxazolidine rings fused to pyrrolo<1,2-a>indole systems.Corresponding cycloaddition of the N-propargylindole derivatives (24) and (25) could not be effected and the nitrone (26) was isolated.The adducts (14)-(17) underwent hydrogenolysis of the isoxazolidine N-O bond to give the amino alcohols (27)-(30), together with traces of the alcohols (31)-(34).X-Ray crystallographic data for the cycloadducts (15) and (16b) are presented.
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