129527-97-5

Upstream product

• 1855-63-6 cyclohex-1-enecarbonitrile 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 130251-99-9 6-acetoxy-1-cyclohexene-1-carbonitrile 
• 1632352-26-1 (R)-2-bromocyclohex-2-en-1-yl diethyl phosphate 
• 1542147-91-0 (R)-2-bromocyclohex-2-en-1-yl picolinate 
• 61426-49-1 (1R)-2-bromocyclohex-2-en-1-ol 
• 50870-61-6 2-bromocyclohex-2-en-1-one 
• 930-68-7 cyclohexenone 
• 1542147-92-1 (S)-6-bromo-1,2,3,4-tetrahydro-1,1'-biphenyl 
• 129527-95-3 1-Nitromethyl-6-phenylcyclohexene 
• 28469-48-9 6-hydroxy-1-cyclohexene-1-carbonitrile 
• 129548-54-5 6-Phenyl-cyclohex-1-enecarbaldehyde oxime 

Downstream Products

• 408318-36-5 2-phenylcyclohex-1-ene-1carbonitrile 
• 81807-66-1 phenyl(2,3,4,5-tetrahydro-[1,1'-biphenyl]-2-yl)methanone 
• 807351-72-0 2-phenyl-cyclohex-1-enecarboxylic acid amide 
• 108299-04-3 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid 

Relevant academic research and scientific papers

Catalytic C-H bond activation-asymmetric olefin coupling reaction: The first example of asymmetric Fujiwara-Moritani reaction catalyzed by chiral palladium(II) complexes 1

The first example of the asymmetric Fujiwara-Moritani reaction catalyzed by chiral Pd(II) complexes is reported to represent a catalytic aromatic C-H bond activation-asymmetric olefin coupling reaction.

Allylic substitution of esters derived from 2-bromocyclohex-2-enol with aryl copper reagents and synthetic utilization of the derived anti s N2′ products

Allylic substitution of esters derived from 2-bromocyclohex-2-enol with PhMgBr-based copper reagent was investigated to find high anti S N2′ selectivity with the diethyl phosphate, whereas other esters such as picolinate, acetate, and mesylate resulted in partial racemization or recovery of the starting esters. This protocol was applied to the copper reagent derived from 2-Me-4-MeOC6H3MgBr and CuBr·SMe2 and the olefin part of the anti S N2′ product was cleaved for a synthesis of patchouli alcohol. Georg Thieme Verlag Stuttgart New York.

Efficient palladium-catalyzed nucleophilic addition of triorganoindium reagents to carbocyclic derivatives

Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd2(dba)3 to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.

One-pot Conversion of Allylic Nitro Compounds Into Nitriles with Carbon Disulphide under Phase-transfer Catalysis Conditions

An one-pot synthesis of allylic nitriles 3 from the corresponding nitro derivatives 1 is described.In the first step the substrates 1 are reduced to the oximes 2 by carbon disulphide in the presence of wet potassium carbonate, in solid-liquid PTC conditions.In the second, the formed oximes 2 are dehydrated by adding more CS2 and 15percent aqueous NaOH.

SUBSTITUTION NUCLEOPHILE D'ACETATES DE CYCLENOLS ALLYLIQUES FONCTIONNELS PAR DES ORGANOMETALLIQUES EN PRESENCE DE SELS CUIVREUX. APPLICATION A UNE SYNTHESE RAPIDE DE LA (+/-) MITSUGASHIWALACTONE

Substitution of functional allylic cycloalkenol acetates by Grignard reagents (primary, secondary, tertiary-alkyl, vinyl, aryl) in the presence of a catalytic amount (2.5percent equivalent) of cuprous iodide at low temperature, gives high yields of various functional α-substituted cycloalkenes.The reaction can be applied to lithium enolates of esters and need no catalyst, but may be performed with HMPA as cosolvent.It is illustrated by a short (6 steps) and efficient total selective synthesis of (+/-)-mitsugashiwalactone from 2,5-dimethoxytetrahydrofuran with 33percent overall yield.