硼三卤化物促进的偕二氟环丙基酮的区域选择性开环反应。

Boron-trihalide-promoted regioselective ring-opening reactions of gem-difluorocyclopropyl ketones.

作者信息

Yang Tang-Po, Li Qiang, Lin Jin-Hong, Xiao Ji-Chang

机构信息

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

Chem Commun (Camb). 2014 Feb 4;50(9):1077-9. doi: 10.1039/c3cc47879c.

DOI:10.1039/c3cc47879c

PMID:24310244

Abstract

Boron trihalide-promoted ring-opening reactions of gem-difluorocyclopropyl ketones to give the corresponding β-trifluoromethyl ketones and β-halodifluoromethyl ketones were described. It was found that boron trihalides act as both Lewis acids and nucleophiles and the proximal bond prefers to cleave in this transformation.

摘要

描述了三卤化硼促进偕二氟环丙基酮的开环反应，生成相应的β-三氟甲基酮和β-卤代二氟甲基酮。发现三卤化硼既作为路易斯酸又作为亲核试剂，并且在该转化过程中近端键更倾向于断裂。