Sterically directed functionalization of aromatic C-H bonds: selective borylation ortho to cyano groups in arenes and heterocycles.
摘要：
Ir-catalyzed borylations of 4-substituted benzonitriles are described. In contrast to electrophilic aromatic substitutions and directed ortho metalations, C-H activation/borylation enables functionalization at the 2-position, adjacent to the cyano group, when the 4-subsitutent is larger than cyano. When an excess of borane reagent is used, diborylation can be achieved with a single regioisomer being formed in certain cases. Extension of sterically directed borylation to cyano-substituted, five- and six-membered ring heterocycles is also reported.
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关键词：
RUTHENIUM-CATALYZED ADDITION ROOM-TEMPERATURE REACTIONS ARYLBORONIC ESTERS ORTHO-SUBSTITUENTS COUPLING REACTION BENZENES CARBON HETEROARENES INHIBITORS COMPLEXES
DOI：
10.1021/ja0428309
被引量：
年份：
2005
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