107415-80-5

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 253684-23-0 1,1-dibromo-2-(3-methoxyphenyl)ethene 
• 6099-04-3 3-methoxycinnamic acid 

Downstream Products

• 1612145-77-3 C₁₄H₁₆O₂ 
• 1612145-40-0 (E)-1-(but-1-en-3-ynyl)-3-methoxybenzene 
• 1612145-42-2 (R,E)-6-(3-methoxyphenyl)-2-phenylhex-5-en-3-yn-2-ol 
• 23121-11-1 9-(3-methoxybenzylidene)-9H-fluorene 
• 77150-94-8 (E)-1-(2-bromovinyl)-3-methoxybenzene 

Relevant academic research and scientific papers

Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides

This work emphasizes the synthesis of substituted vinyl arenes by reductive coupling of aryl halides with vinyl bromides under mild and easy-to-operate nickel-catalyzed reaction conditions. A broad range of aryl halides, including heteroaromatics, and vinyl bromides were employed to yielding products in moderate to excellent yields with high functional-group tolerance. The nickel-catalytic system displays good chemoselectivity between the two C(sp2)-halide coupling partners, thus demonstrating a mechanistic pathway distinct from other stepwise protocols.

Triazole-curcuminoids: A new class of derivatives for 'tuning' curcumin bioactivities?

Curcumin is a unique blend of pharmacophores responsible for the pleiotropy of this natural pigment. In the present study we have replaced the 1,3-dicarbonyl moiety with a 1,2,3-triazole ring to furnish a new class of triazole-curcuminoids as a possible strategy to generate new compounds with different potency and selectivity compared to curcumin. We obtained a proof-of-principle library of 28 compounds tested for their cytotoxicity (SY-SY5Y and HeLa cells) and for their ability to inhibit NF-κB. Furthermore, we also generated 1,3-dicarbonyl curcuminoids of selected click compounds. Triazole-curcuminoids lost their ability to be Michael's acceptors, yet maintained some of the features of the parent compounds and disclosed new ones. In particular, we found that some compounds were able to inhibit NF-κB without showing cytotoxicity, while others, unlike curcumin, activated NF-κB signalling. This validates the hypothesis that click libraries can be used to investigate the biological activities of curcumin as well as generate analogs with selected features.