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

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...

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Bibliographic Details
Published in:Organic letters 2015-02, Vol.17 (3), p.532-535
Main Authors: Zheng, Jian, Lin, Jin-Hong, Deng, Xiao-Yun, Xiao, Ji-Chang
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol503548s