67267-61-2

Upstream product

• 932-66-1 1-cyclohexenyl methyl ketone 
• 110-83-8 cyclohexene 
• 931-49-7 1-ethenylcyclohexene 

Downstream Products

• 118922-09-1 1-(1-cyclohexenyl)-1-<(phenylsulfonyl)imino>ethane 
• 118921-97-4 (3S^*,3R^*,4aR^*)-3-methoxy-1,3-dimethyl-2-(phenylsulfonyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline 
• 132646-75-4 (4aR^*)-3,3-dimethoxy-1-methyl-2-(phenylsulfonyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline 
• 118921-96-3 (3S^*,4aR^*)-3-methoxy-1-methyl-4-methylene-2-(phenylsulfonyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline 
• 118921-94-1 (3S^*,4aR^*)-3-(benzyloxy)-1-methyl-2-(phenylsulfonyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline 
• 118921-95-2 (3S^*,4S^*,4aR^*)-3-(benzyloxy)-1,4-dimethyl-2-(phenylsulfonyl)-2,3,4,4a,5,6,7,8-octahydroisoquinoline 
• 1004547-74-3 5,6,7,8-tetrahydro-1,4-dimethyl-3-phenylisoquinoline 
• 1004547-76-5 5,6,7,8-tetrahydro-1,3-dimethyl-4-phenylisoquinoline 
• 1004547-80-1 4-ethyl-1-methyl-3-phenyl-5,6,7,8-tetrahydroisoquinoline 
• 1004547-78-7 3-ethyl-1-methyl-4-phenyl-5,6,7,8-tetrahydroisoquinoline 
• 1022-43-1 1-methyl-3-phenyl-5,6,7,8-tetrahydroisoquinoline 
• 1417919-11-9 dimethyl 5-(cyclohex-1-en-1-yl)-1H-pyrrole-2,3-dicarboxylate 
• 1357560-62-3 1-methyl-3,4-diphenyl-5,6,7,8-tetrahydroisoquinoline 
• 1416255-15-6 (E)-1-(cyclohex-1-en-1-yl)ethanone O-pivaloyl oxime 

Relevant academic research and scientific papers

Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters

α,β-Unsaturated O-pivaloyl oximes are coupled to alkenes by Rh(III) catalysis to afford substituted pyridines. The reaction with activated alkenes is exceptionally regioselective and high-yielding. Mechanistic studies suggest that heterocycle formation proceeds via reversible C-H activation, alkene insertion, and a C-N bond formation/N-O bond cleavage process.

Rhodium(III)-catalyzed synthesis of pyridines from α,β- unsaturated ketoximes and internal alkynes

A method for the synthesis of highly substituted pyri-dines from ,-unsaturated oximes and internal alkynes has been developed using [Cp*RhCl2]2-CsOPiv as the catalyst system. The present transformation is carried out by a redox-neutral sequence of vinylic C-H rhodation, alkyne insertion, and C-N bond formation of the putative vinyl rhodium intermediate with the oxime nitrogen, where the N-O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle. Georg Thieme Verlag Stuttgart · New York.

Intermolecular cope-type hydroamination of alkenes and alkynes

(Chemical Equation Presented) Keep it simple! Intermolecular hydroamination can be achieved simply upon heating alkynes and alkenes with aqueous hydroxylamine. Alkynes react to afford oximes in good to excellent yields, and the formation of Markovnikov products is favored. A mechanism involving Cope-type hydroamination followed by bimolecular proton transfer is suggested and supported by DFT studies.