5773-37-5

Upstream product

• 4255-62-3 4,4-dimethylcyclohexane-1-one 
• 74-86-2 acetylene 
• 40267-53-6 (E)-N,N-diethyl-3,7-dimethyl-2,6-octadienylamine 
• 57784-08-4 N,N-diethyl(3,7-dimethylocta-cis-2,6-dien-1-yl)amine N-oxide 
• 1066-54-2 trimethylsilylacetylene 
• 55504-16-0 1-chloro-4,4-dimethylcyclohexene 
• 55504-11-5 4,4-dimethyl-1-trimethylsilylcyclohexene 
• 75-36-5 acetyl chloride 
• 72429-03-9 N-(3,7-dimethyl-octa-2,6-dienylidene)-aniline 

Downstream Products

• 18325-78-5 1-(1-Hydroxy-ethyl)-4,4-dimethyl-cyclohexen 
• 79-20-9 acetic acid methyl ester 

Relevant academic research and scientific papers

Access to Cycloalkeno[ c]-Fused Pyridines via Pd-Catalyzed C(sp2)-H Activation and Cyclization of N-Acetyl Hydrazones of Acylcycloalkenes with Vinyl Azides

A novel Pd(II)-catalyzed vinylic C-H activation and cyclization has been developed, reacting a series of small, medium, and large N-acetyl hydrazones of acylcycloalkenes with vinyl azides to access diverse cycloalkeno[c]-fused pyridine scaffolds. This protocol provides progress in C(sp2)-H bond activation of medium to large cycloalkenes, and the target products can be obtained in a specific regioselectivity with good functional group tolerance and a broad substrate scope.

Cyclization of N,N-diethylgeranylamine N-oxide in one-pot operation: preparation of cyclic terpenoid-aroma chemicals

Acid promoted cyclization of the geranylamine N-oxide (E)-4 followed by base-catalyzed intramolecular aldol condensation afforded 1-acetyl-4,4-dimethyl-1-cyclohexene (7) in one-pot operation. Reduction of 7, which possess strong fruity odor, followed by lipase-catalyzed kinetic resolution furnished the acetate (R)-26 (>49.9% yield, >99% ee) and the recovered alcohol (S)-25 (>49.9% yield, >99% ee, herbal odor).

Friedel-Crafts Reactions of Some Vinyisilanes

Substituted cyclohexenylsilanes (2), (5), (9), and (13) undergo Friedel-Crafts reactions to give substitution products, site-selectively at the carbon atom carrying the trimethylsilyl group. β-Trimethylsilylstyrene (17) similary gives more substitution in Friedel-Crafts reactions with benzoyl chloride and with phenylacetyl chloride than styrene itself.The syntheses of the silanes are reported, and some limitations of the idea identified.