Synthesis of o‐(Dimethylamino)aryl Ketones, Acridones, Acridinium Salts, and 1H‐Indazoles by the Reaction of Hydrazones and Arynes.
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The formation of (dimethylamino)aryl ketones proceeds via a benzyne-induced cyclization towards an intermediary dihydroindazole followed by ring-opening and hydrolysis of the resulting o-aminoaryl ketimine.
[1] R. Larock,et al. Synthesis of o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles by the reaction of hydrazones and arynes. , 2012, The Journal of organic chemistry.