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Direct Difluoromethylenation of Carbonyl Compounds by Using TMSCF 3 : The Right Conditions
Author(s) -
Krishnamoorthy Sankarganesh,
Kothandaraman Jotheeswari,
Saldana Jacqueline,
Prakash G. K. Surya
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601038
Subject(s) - chemistry , reactivity (psychology) , fluoride , organic chemistry , inorganic chemistry , medicine , alternative medicine , pathology
A deoxygenative difluoromethylenation of carbonyl compounds has been developed by using readily available, inexpensive trifluoromethyltrimethylsilane, LiI, and PPh 3 . The presence of the Li + ion prevents the unproductive exhaustion of trifluoromethyltrimethylsilane (TMSCF 3 ) by keeping the soluble free fluoride concentration in the reaction medium under control. The strategy of combining solvents to increase the reactivity and thereby reduce the reaction temperature and time is disclosed.