A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates | Zendy

Chathurika R. K. Jayasundara | Zendy; Jason M. Unold | Zendy; Jossian Oppenheimer | Zendy; Milton R. Smith | Zendy; Robert E. Maleczka | Zendy

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A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates

Author(s) -

Chathurika R. K. Jayasundara,

Jason M. Unold,

Jossian Oppenheimer,

Milton R. Smith,

Robert E. Maleczka

Publication year - 2014

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol5028738

Subject(s) - borylation , halogenation , chemistry , halogen , catalysis , fluorine , combinatorial chemistry , organic chemistry , aryl , alkyl

A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation and the chemoselective Pd-catalyzed dehalogenation by KF activated polymethylhydrosiloxane (PMHS).

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