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US 8,507,680 B2Granted
Production process of a heteroaryl-type boron compounds with iridium catalyst
AssigneeMitsubishi Rayon Co., Ltd.
InventorsNorio Miyaura, Tatsuo Ishiyama
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Abstract
The present invention provides a production process of a heteroaryl mono- or diboron compound comprising an aromatic heterocyclic compound and a boron compound in the form of bis(pinacolate)diboron or pinacolate diborane in the presence of a iridium-containing catalyst and a ligand such as a bipyridyl ligand. The reaction is conducted in a single step under mild conditions and allows for changing the charged ratios of the raw materials.
Claims10
A production process of a heteroaryl boron compound of formula (V) or (VI):
- wherein, X, Y, Z, R1 and R2 are the same as defined below, comprising:
- reacting an aromatic heterocyclic compound of formula (I) with a boron compound of formula (III) or (IV) in the presence of an iridium-containing catalyst and a ligand:
- wherein,
- X is an optionally substituted imino group,
- Y and Z are each independently —CH═ or —N═, and
- R1 and R2 are adjacent and form a ring of formula (II):
- wherein,
- R3 is a hydrogen atom, a linear or branched C1-8 alkyl group, a linear or branched C1-8 alkoxy group, nitro group, cyano group, halogenated C1-8 alkyl group, halogen atom, carbamoyl group, C1-8 acyl group, C1-8 alkoxycarbonyl group or optionally substituted amino group:
5 more elements
Dependencies are inferred from the claim text.