Design and Synthesis of Two Cytotoxic Analogs of the Novel Pyrrolo [1', 2': 1, 2][1, 4] diazepin [7, 6-b] indol-5 (6H)-one Nucleus

…, M Vlachou, K Kiakos, JA Hartley, DE Thurston

Index: Tsotinis, Andrew; Vlachou, Margarita; Kiakos, Konstantinos; Hartley, John A.; Thurston, David E. Chemistry Letters, 2003 , vol. 32, # 6 p. 512 - 513

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Citation Number: 2

Abstract

The design and synthesis of the two cytotoxic derivatives 15 and 16 of the novel pyrrolo [1′, 2′: 1, 2][1, 4] diazepin [7, 6-b] indol-5 (6H)-one nucleus is described. Readily available methyl 2-indolecarboxylates 5 and 6 are nitrosated with NaNO 2 in AcOH to give the analogs 7 and 8, which are then oxidized with KMnO 4 in aq. NaOH to provide the 3-NO 2 acids 9 and 10. These, in turn, are subjected to amidation with (2S)-pyrrolidine-2- ...