A One-Pot–Three-Step Route to Triazolotriazepinoindazolones from Oxazolino-2 H-indazoles

…, KX Rodriguez, HH Nguyen, JC Fettinger…

Index: Conrad, Wayne E.; Rodriguez, Kevin X.; Nguyen, Huy H.; Fettinger, James C.; Haddadin, Makhluf J.; Kurth, Mark J. Organic Letters, 2012 , vol. 14, # 15 p. 3870 - 3873

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Citation Number: 15

Abstract

A one-pot–three-step method has been developed for the conversion of oxazolino-2 H- indazoles into triazolotriazepinoindazolones with three points of diversity. Step one of this process involves a propargyl bromide-initiated ring opening of the oxazolino-2 H-indazole (available by the Davis–Beirut reaction) to give an N 1-(propargyl)-N 2-(2-bromoethyl)- disubstituted indazolone, which then undergoes− CH2Br→− CH2N3 displacement (step ...