从 N-(2-硝基苯磺酰基)亚氨二乙酸酯和 α-(2-硝基苯磺酰基)氨基酮通过 2H-吲唑 1-氧化物合成喹唑啉。
Synthesis of quinazolines from N-(2-nitrophenylsulfonyl)iminodiacetate and alpha-(2-nitrophenylsulfonyl)amino ketones via 2H-indazole 1-oxides.
机构信息
Department of Chemistry and Biochemistry, 251 Nieuwland Science Center, University of Notre Dame, Notre Dame, Indiana 46556, USA.
出版信息
J Org Chem. 2010 Jul 2;75(13):4562-6. doi: 10.1021/jo100784z.
Abstract
Base-catalyzed rearrangement of 2H-indazoles 1-oxides, prepared by tandem carbon-carbon followed by nitrogen-nitrogen bond formations from easily accessible N-alkyl-2-nitro-N-(2-oxo-2-aryl-ethyl)-benzenesulfonamides using glycine, 2-nitrobenzenesulfonyl chlorides, and bromo ketones/acetates, yielded high purity quinazolines.
摘要
2H-吲哚 1-氧化物在碱作用下重排，该 2H-吲哚 1-氧化物由 N-烷基-2-硝基-N-(2-氧代-2-芳基乙基)-苯磺酰胺与甘氨酸、2-硝基苯磺酰氯和溴代酮/醋酸盐经串联碳-碳键形成和氮-氮键形成反应制备，得到高纯度的喹唑啉。
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