445249-11-6

Upstream product

• 10316-66-2 2-hydroxy-2-cyclohexen-1-one 
• 38461-13-1 2,2-dimethoxycyclohexanone 
• 10324-65-9 3-bromo-2-hydroxy-cyclohex-2-en-1-one 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 23740-37-6 2-methoxycyclohex-2-en-1-one 

Downstream Products

• 83777-65-5 (S)-Norketamine 
• 100477-72-3 (S)-ketamine 
• 6740-88-1 ketamine 
• 89114-50-1 2-methoxy-3-phenylcyclohex-2-en-1-one 
• 445249-12-7 3-Bromo-1-((E)-hepta-4,6-dienyl)-2-methoxy-cyclohex-2-enol 

Relevant academic research and scientific papers

Synthesis of Cyclic 3-Aryl-Substituted 1,2-Dicarbonyl Compounds via Suzuki Cross-Coupling Reactions

A method for the synthesis of cyclic 3-aryl and heteroaryl-substituted 1,2-dicarbonyl compounds with different ring sizes by using a Suzuki cross-coupling reaction between 3-halo-1,2-dicarbonyl compounds and arylboronic acids is developed. The 3-halo-1,2-dicarbonyl substrates are easily available from 1,2-dicarbonyl compounds. The method is versatile, affording good to high yields of the target compounds.

Intramolecular 4+3 cycloadditions. A cyclohexenyl cation, its halogenated congener and a quasi-Favorskii rearrangement

Treatment of alkoxycyclohexenols bearing a tethered diene substituent with a Lewis acid results in intramolecular 4+3 cycloaddition with complete endo selectivity. A cycloadduct bearing a bromo substituent at a bridgehead position undergoes a quasi-Favorskii rearrangement in near quantitative yield upon reaction with lithium aluminum hydride.