Diarylation of Alkenes by a Cu-Catalyzed Migratory Insertion/Cross-Coupling Cascade
摘要:
A strategy for the catalytic diarylation of alkenes is presented. The method involves the migratory insertion of alkenes into an Ar-Cu complex to generate a new C(sp(3))-Cu complex, which subsequently undergoes reaction with an aryl iodide to constitute a vicinal diarylation of an alkene. The method provides access to benzofuran- and indoline-containing products. Furthermore, highly diastereoselective examples are presented, allowing access to complex, stereochemically rich structures from simple alkene starting materials.
Provided is a method for the production of 1-menthol, which comprises hydrogenation of piperitenone with a transition metal complex of a specified optically active phosphine to produce pulegone, hydrogenation of the obtained pulegone with a ruthenium-phosphine-amine complex in the presence of base to obtain pulegol, and further hydrogenation of the pulegol with a transition metal catalyst.
Catalyst for cross-coupling reaction comprising unsubstituted or substituted bisphosphinobenzenes
申请人:Nakamura Masaharu
公开号:US08637710B2
公开(公告)日:2014-01-28
The present invention provides a process for efficiently producing an alkylated aromatic compound in good yield, by a cross-coupling reaction between an alkyl halide and an aromatic magnesium reagent. A process for producing an aromatic compound represented by Formula (1):
R—Ar′ (1)
wherein R is a hydrocarbon group, and Ar′ is an aryl group;
the process comprising:
reacting a compound represented by Formula (2):
R—X (2)
wherein X is a halogen atom, and R is as defined above, with a magnesium reagent represented by Formula (3):
Ar′—MgY (3)
wherein Y is a halogen atom, and Ar′ is as defined above, in the presence of a catalyst for cross-coupling reactions comprising an iron compound and a bisphosphine compound represented by Formula (4):
wherein Q is a divalent group derived from an aromatic ring by removing two hydrogen (H) atoms on adjacent carbon atoms; and each Ar is independently an aryl group.
CATALYST FOR CROSS-COUPLING REACTION, AND PROCESS FOR PRODUCTION OF AROMATIC COMPOUND USING THE SAME
申请人:Nakamura Masaharu
公开号:US20110152523A1
公开(公告)日:2011-06-23
The present invention provides a process for efficiently producing an alkylated aromatic compound in good yield, by a cross-coupling reaction between an alkyl halide and an aromatic magnesium reagent. A process for producing an aromatic compound represented by Formula (1):
R—Ar′ (1)
wherein R is a hydrocarbon group, and Ar′ is an aryl group;
the process comprising:
reacting a compound represented by Formula (2):
R—X (2)
wherein X is a halogen atom, and R is as defined above, with a magnesium reagent represented by Formula (3):
Ar′—MgY (3)
wherein Y is a halogen atom, and Ar′ is as defined above, in the presence of a catalyst for cross-coupling reactions comprising an iron compound and a bisphosphine compound represented by Formula (4):
wherein Q is a divalent group derived from an aromatic ring by removing two hydrogen (H) atoms on adjacent carbon atoms; and each Ar is independently an aryl group.