Wang Jinlong, Shi Dongmin, Wang Zihao, Ren Fucai, Li Xin, You Yang'en, Liu Xinhua, Lou Yazhou
School of Pharmacy, Inflammation and Immune Mediated Diseases Laboratory of Anhui Province, Anhui Medical University, Hefei 230032, China.
School of Chemistry and Chemical Engineering, Hefei University of Technology and Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, Hefei 230009, China.
J Org Chem. 2023 Sep 15;88(18):13049-13056. doi: 10.1021/acs.joc.3c01211. Epub 2023 Aug 30.
A one-pot metal-free protocol to access indazoles from easily available 2-aminophenones and hydroxylamine derivatives has been achieved. The reaction is operationally simple, mild, and insensitive to air and moisture. A broad range of indazoles were prepared in good to excellent yield (up to 97% yield), and the reaction displayed a broad functional group tolerance. The reaction was performed at gram scale, and its synthetic application was exhibited through the rapid and efficient preparation of bioactive molecule YC-3 and FDA-approved drug axitinib.
已实现一种从易于获得的2-氨基苯乙酮和羟胺衍生物制备吲唑的无金属一锅法。该反应操作简单、条件温和，对空气和水分不敏感。以良好至优异的产率（高达97%）制备了多种吲唑，并且该反应对官能团具有广泛的耐受性。该反应可进行克级规模的操作，通过快速高效地制备生物活性分子YC-3和FDA批准的药物阿西替尼展示了其合成应用。
