Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles.
作者： Phongprapan Nimnual , Jumreang Tummatorn , Charnsak Thongsornkleeb , Somsak Ruchirawat
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摘要: The utility of the nitrogen extrusion reaction azido complexes, generated in situ from corresponding aldehydes or ketones with TMSN3 presence ZrCl4 TfOH, has been described. These complexes could undergo three different pathways, depending on substrates. First, methanolate imine diazonium ions lead to benzisoxazole products via an intramolecular nucleophilic substitution. Second, also either elimination proton provide nitrile good excellent yields aryl migration, followed by addition, give benzoxazole yields.
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