One-pot synthesis of tertiary alkyl fluorides from methyl oxalates by radical deoxyfluorination under photoredox catalysis

被引:28
作者
Brioche, Julien [1 ]
机构
[1] UNIROUEN, Normandie Univ, INSA Rouen, CNRS,COBRA, F-76000 Rouen, France
关键词
Radical fluorination; Photoredox catalysis; Deoxyfluorinarion; Tertiary alkyl fluorides; C-H FLUORINATION; ALIPHATIC CARBOXYLIC-ACIDS; DECARBOXYLATIVE FLUORINATION; BOND FORMATION; ALCOHOLS; TRIFLUOROMETHYLATION; ACTIVATION; CENTERS; MONO;
D O I
10.1016/j.tetlet.2018.10.063
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tertiary alkyl fluorides have been prepared from methyl oxalates derived from tertiary alcohols by a sequential one-pot hydrolysis/photoredox catalyzed radical deoxyfluorination sequence. The reaction operates under mild conditions and tolerates a wide range of functional groups. This method provides an alternative approach to ionic deoxyfluorination transformations for the incorporation of Carbone-Fluorine quaternary centers into organic molecules. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4387 / 4391
页数:5
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