Iridium-catalyzed borylation of secondary benzylic C-H bonds directed by a hydrosilane
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SCOPUS
- Title
- Iridium-catalyzed borylation of secondary benzylic C-H bonds directed by a hydrosilane
- Authors
- Cho, SH; Hartwig, JF
- Date Issued
- 2013-06-05
- Publisher
- American Chemical Society
- Abstract
- Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.
- Keywords
- ROOM-TEMPERATURE REACTIONS; AROMATIC BORYLATION; REGIOSPECIFIC FUNCTIONALIZATION; CONTAINING HETEROCYCLES; COUPLING REACTIONS; ALKYL-HALIDES; INERT SOLVENT; ARENES; ESTERS; BIS(PINACOLATO)DIBORON
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/14433
- DOI
- 10.1021/JA403462B
- ISSN
- 0002-7863
- Article Type
- Article
- Citation
- JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 135, no. 22, page. 8157 - 8160, 2013-06-05
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