
%0 Journal Article
%A Black, DS 
%A Craig, DC 
%A Debdas, RB 
%A Kumar, N 
%T Nitrones and Oxaziridines. XLV. Formation of Pyrrolo[1,2-a]indoles by Intramolecular Nitrone Cycloaddition
%J Australian Journal of Chemistry
%D 1993/05/01
%V 46
%N 5
%P 603-622
%K 
%R https://doi.org/10.1071/CH9930603
%U https://www.publish.csiro.au/paper/CH9930603 
%X 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. 
