1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-Promoted Decomposition of Difluorocarbene and the Subsequent Trifluoromethylation

被引：61
|
作者：
Zheng, Jian [1 ]
Lin, Jin-Hong [1 ]
Deng, Xiao-Yun [1 ]
Xiao, Ji-Chang [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 03期
关键词：
COPPER-MEDIATED TRIFLUOROMETHYLATION; ARYL IODIDES; HETEROAROMATIC-COMPOUNDS; ORGANIC HALIDES; DIFLUOROMETHYLENE; REACTIVITY; CHLORODIFLUOROMETHANE; REAGENT; AGENTS; SALTS;
D O I：
10.1021/ol503548s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Difluorocarbene derived from various carbene precursors could be effectively decomposed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). This decomposition process was successfully applied in the subsequent trifluoromethylation of a variety of (hetero)aryl iodides without the addition of an external fluoride ion. Mechanistic investigation revealed the detailed difluorocarbene conversion process in which the decomposed difluorocarbene is finally transformed into a fluoride ion and carbon monoxide.
引用
收藏
页码：532 / 535
页数：4
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