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Dehydrogenative Functionalization of C(sp 3 )–H Bonds Adjacent to a Heteroatom Mediated by Oxoammonium Salts
Author(s) -
Richter Heinrich,
García Mancheño Olga
Publication year - 2010
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.201000548
Subject(s) - chemistry , heteroatom , salt (chemistry) , catalysis , surface modification , nitrogen , lewis acids and bases , oxygen atom , nitrogen atom , polymer chemistry , medicinal chemistry , coupling (piping) , oxygen , organic chemistry , ring (chemistry) , molecule , mechanical engineering , engineering
The first oxoammonium salt mediated formation of C–C bonds from benzylic C(sp 3 )–H bonds adjacent to an oxygen or nitrogen atom by dehydrogenative coupling with enolizable carbonyls has been developed. The use of these oxidants in combination with catalytic amounts of Fe(OTf) 2 as Lewis acid allows the reaction to be carried out under mild conditions, leading to the corresponding coupling products in moderate to good yields.