859211-28-2

Upstream product

• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 558-13-4 carbon tetrabromide 

Downstream Products

• 1034292-82-4 C₁₈H₁₈BrN₃O₄ 
• 1244729-63-2 (Z)-N-((Z)-3-bromo-4-methoxystyryl)-3-(4-hydroxyphenyl)-2-methoxyacrylamide 
• 163564-66-7 Botryllamide C 
• 1262033-52-2 (3-bromo-4-methoxyphenyl)propiolic acid hexyl ester 
• 17385-01-2 (3-bromo-4-methoxyphenyl)propiolic acid 
• 859211-31-7 5-[2-(3-bromo-4-methoxyphenyl)-vinyl]-pyrimidine-4,6-diamine 

Relevant academic research and scientific papers

DBU-Mediated Synthesis of Aryl Acetylenes or 1-Bromoethynylarenes from Aldehydes

Two well known synthetic organic reactions Ramirez olefination and Corey-fuchs reactions are integrated in one-pot sequential manner for the synthesis of arylacetylenes and 1,3-enynes starting directly from commercially available aldehydes. The bicyclic amidine 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) along with additive NaOH not only exclusively afforded the terminal alkynes directly from the aldehydes, but also enhanced the reaction rate. The dynamic nature of DBU also facilitated the isolation of 1-bromoalkynes intermediate products. Selection of additive from NaOH and H2O served as a switch for the synthesis of terminal alkyne and 1-bromoalkynes, respectively. (Figure presented.).

Synthesis of botryllamides and lansiumamides via ruthenium-catalyzed hydroamidation of alkynes

Ruthenium-catalyzed hydroamidations of alkynes allow a concise synthetic entry to both E- and Z-configured enamide natural products. This was demonstrated by the synthesis of botryllamides C and E, lansiumamides A and B, and lansamide I in 1-3 steps and 57-98% yield from simple, commercially available precursors. Georg Thieme Verlag Stuttgart New York.

1,2,3-Triazole analogs of combretastatin A-4 as potential microtubule-binding agents

A series of cis-restricted 1,4- and 1,5-disubstituted 1,2,3-triazole analogs of combretastatin A-4 (1) have been prepared. Cytotoxicity and tubulin inhibition studies showed that 2-methoxy-5-((5-(3,4,5-trimethoxyphenyl)-1H-1,2, 3-triazol-1-yl)methyl)aniline (5e) and 2-methoxy-5-(1-(3,4,5-trimethoxybenzyl)- 1H-1,2,3-triazol-5-yl)aniline (6e) were two of the most active compounds. Molecular modeling studies revealed that the N-2 and N-3 atoms in the triazole rings in 5e and 6e did not form hydrogen bonds with the amino acids in the anticipated pharmacophore.

1,5-Disubstituted 1,2,3-triazoles as cis-restricted analogues of combretastatin A-4: Synthesis, molecular modeling and evaluation as cytotoxic agents and inhibitors of tubulin

A series of cis-restricted 1,5-disubstituted 1,2,3-triazole analogues of combretastatin A-4 (1) have been prepared. The triazole 12f, 2-methoxy-5-(1-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazol-5-yl)aniline, displayed potent cytotoxic activity against severa