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1.
Org Lett ; 14(16): 4094-7, 2012 Aug 17.
Article in English | MEDLINE | ID: mdl-22844875

ABSTRACT

The palladium-catalyzed C-H fluorination of 8-methylquinoline derivatives with nucleophilic fluoride is reported. This transformation involves the use of AgF as the fluoride source in combination with a hypervalent iodine oxidant. Both the scope and mechanism of the reaction are discussed.


Subject(s)
Hydrocarbons, Fluorinated/chemical synthesis , Palladium/chemistry , Quinolines/chemistry , Catalysis , Fluorides/chemistry , Halogenation , Hydrocarbons, Fluorinated/chemistry , Molecular Structure
2.
J Am Chem Soc ; 133(46): 18566-9, 2011 Nov 23.
Article in English | MEDLINE | ID: mdl-22047138

ABSTRACT

This communication describes the development of a room-temperature ligand-directed C-H arylation reaction using aryldiazonium salts. This was achieved by the successful merger of palladium-catalyzed C-H functionalization and visible-light photoredox catalysis. The new method is general for a variety of directing groups and tolerates many common functional groups.


Subject(s)
Carbon/chemistry , Hydrogen/chemistry , Light , Palladium/chemistry , Catalysis , Diazonium Compounds/chemistry , Molecular Structure , Ruthenium/chemistry , Temperature
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