71095-24-4

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 56658-04-9 2-bromo-5-methoxybenzoyl chloride 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 591-31-1 3-methoxy-benzaldehyde 
• 71095-25-5 1-(2-Brom-5-methoxyphenyl)-propanol 

Downstream Products

• 955405-18-2 N-(4-methoxy-6-propioyl-phenyl)-2-thiophenecarboxamide 
• 955405-17-1 N-(4-methoxy-6-propioyl-phenyl)-3-chlorobenzamide 
• 1214272-64-6 1-bromo-2-(1-ethylethenyl)-4-methoxybenzene 
• 1353547-15-5 N-(4-methoxy-2-propionylphenyl)benzamide 
• 1354364-40-1 3-(2-bromo-5-methoxyphenyl)pentan-3-ol 

Relevant academic research and scientific papers

A domino palladium-catalyzed C-C and C-O bonds formation via dual O-H bond activation: Synthesis of 6,6-dialkyl-6 H -benzo[ c ]chromenes

An efficient Pd-catalyzed domino reaction of α,α-dialkyl-(2- bromoaryl)methanols to 6,6-dialkyl-6H-benzo[c]chromenes is presented. Their formation can be explained via a five membered Pd(II)-cycle that efficiently involves a domino homocoupling with the second molecule, β-carbon cleavage, and finally intramolecular Buchwald-Hartwig cyclization. This domino process effectively involves breaking of five σ-bonds (2C-Br, 2O-H, and a C-C) and formation of two new σ-bonds (C-C and C-O). This mechanistic pathway is unprecedented and further illustrates the power of transition metal catalysis.

Sequential Cu-catalyzed amidation-base-mediated camps cyclization: A two-step synthesis of 2-aryl-4-quinolones from o-halophenones

(Chemical Equation Presented) A direct two-step method for the preparation of 2-aryl- and 2-vinyl-4-quinolones that utilizes a copper-catalyzed amidation of o-halophenones followed by a base-promoted Camps cyclization of the resulting N-(2-ketoaryl)amides is described. With CuI, a diamine ligand, and base as the catalyst system, the amidation reactions proceed in good yields for a range of aryl, heteroaryl, and vinyl amides. The subsequent Camps cyclization efficiently provides the desired 4-quinolones with the conditions that are described.