64897-49-0

Upstream product

• 89-92-9 2-methylbenzyl bromide 
• 35028-06-9 1-(2-methylphenyl)-1-butanone 
• 40230-91-9 [(2-methoxyphenyl)ethynyl]trimethylsilane 
• 62640-56-6 (E)-1-methoxy-2-(2-methylstyryl)benzene 
• 615-37-2 ortho-methylphenyl iodide 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 529-28-2 4-iodoanisol 
• 1530-36-5 [(2-methylphenyl)methyl]triphenylphosphonium bromide 
• 64897-50-3 2-Methoxy-2'-methylstilbendibromid 

Relevant academic research and scientific papers

Ligand-Promoted Alkynylation of Aryl Ketones: A Practical Tool for Structural Diversity in Drugs and Natural Products

Conversion of the numerous aryl ketones into aryl electrophiles via Ar-C(O) cleavage remains a challenging yet highly desirable transformation in Sonogashira-type coupling. Herein, we report a palladium-catalyzed ligand-promoted alkynylation of unstrained aryl ketones. The protocol allows the alkynylation to be carried out in a one-pot procedure with broad functional-group tolerance and substrate scope. The potential applications of this protocol in drug discovery and chemical biology are further demonstrated by late-stage diversification of a number of pharmaceuticals and natural products. More importantly, two different biologically important fragments derived from a pharmaceutical and natural product could be connected by the consecutive alkynylation of ketones. Distinct from aryl halides in conventional Sonogashira reactions, the protocol provides a practical tool for the 1,2-bifunctionalization of aryl ketone by merging ketone-directed ortho-C-H activation with ligand-promoted ipso-Ar-C(O) alkynylation.

Iridium-Catalyzed Intramolecular Methoxy C?H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes

Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C?H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon–carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.