Tetrahedron Letters

Synthesis and thermal transformations of spiro-fused N-phthalimidoaziridines

AS Pankova, MA Kuznetsov

Index: Pankova, Alena S.; Kuznetsov, Mikhail A. Tetrahedron Letters, 2014 , vol. 55, # 15 p. 2499 - 2503

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Citation Number: 9

Abstract

Abstract Oxidation of N-aminophthalimide in the presence of 2-arylideneinden-1, 3-diones with electron-withdrawing substituents gives the corresponding 3-aryl-1-phthalimidospiro [aziridine-2, 2′-indene]-1′, 3′-diones in good yields. Heating these aziridines with standard dipolarophiles (N-phenylmaleimide, dimethyl acetylenedicarboxylate, maleate, and fumarate) leads, in most cases, to spiro [inden-2, 2′-pyrrole] derivatives as products ...