✍ Scribed by Jan Bergman; Hans Vallberg; Charlotta Damberg
No coin nor oath required. For personal study only.
The reactions between isatin (8a) and N‐acetylisatin (8b) with pyridine‐2,3‐diamine (9a), pyridine‐3,4‐diamine (9b) and pyrimidine‐4,5‐diamine (21) were studied. 10__H__‐Pyrido[3′,2′:5,6]pyrazino[2,3‐b]indole (5a), 6__H__‐pyrido[2′,3′:5,6]‐pyrazino[2,3‐b]indole (5b), 6__H__‐pyrido[3′,4′:5,6]pyrazino[2,3‐b]indole (5c) and 10__H__‐pyrido[4′,3′:5,6]pyrazino[2,3‐b]indole (5d) were regioselectively synthesized in a three‐step synthesis from N‐acetylisatin and the appropriate pyridine diamine. The structures of the intermediates were assigned by NOESY experiments. In the same manner, 10__H__‐indolo[3,2‐g]pteridine (24) was synthesized from N‐acetylisatin and pyrimidine‐4,5‐diamine.
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