1034768-79-0Relevant academic research and scientific papers
Effective [3+1+1+1] Cycloaddition to Six-Membered Carbocycle Based on DMSO as Dual Carbon Synthon
Li, Hui,Su, Miaodong,Nie, Zhiwen,Yang, Tonglin,Luo, Weiping,Liu, Qiang,Guo, Cancheng
, p. 3127 - 3137 (2021)
A [3+1+1+1] cycloaddition was developed among 2-arylpropene, ketone and DMSO in the presence of K2S2O8. 2-arylpropene provides three carbons, ketone offers one carbon, and DMSO as dual carbon donor contributes two carbons to the six-membered carbocycle. It gave the cyclohexene motif and spirocyclohexene skeleton. Four C?C bonds formed in this process. Both propylene and ketone could be well tolerated and give the corresponding cyclohexene or spirocyclohexene motif in useful yields. Based on the controlled experiments, a possible mechanism was proposed. (Figure presented.).
Cyclohexene derivative and synthesis method thereof
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Paragraph 0096; 0098; 0101; 0102, (2018/10/19)
The invention discloses a cyclohexene derivative and a preparation method thereof. According to the method, ketone compounds and 2-aryl propene are subjected to a one-pot reaction in a dimethyl sulfoxide solution system containing persulfate, and the cyclohexene derivative is obtained. According to the method, the ketone compounds provide alpha-carbon, 2-aryl propene provides propenyl and dimethylsulfoxide provides methyl for the first time for joint construction of a cyclohexene ring. The synthesis method is implemented with a one-pot method, the reaction conditions are mild, no additional catalyst is required, the selectivity is good, the yield is high and industrial production is facilitated.
Method for synthesizing 1,4-disubstituted cyclohexene derivative
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Paragraph 0077; 0079; 0082, (2018/10/19)
The invention discloses a method for synthesizing a 1,4-disubstituted cyclohexene derivative. The method comprises the step as follows: an acetophenone compound and an AMS (alpha methyl styrene) compound are subjected to one-pot reaction in a dimethyl sulfoxide solution system containing potassium persulfate, and the cyclohexene derivative is obtained. According to the method, alpha carbon provided by the acetophenone compound, propenyl provided by the AMS and methyl provided by dimethyl sulfoxide constituent a cyclohexene ring altogether for the first time. The synthesis method is implementedwith a one-pot approach, has mild reaction conditions, good selectivity and high yield, requires no additional catalysts, and is beneficial to industrial production.
Method for constructing cyclohexene derivative through substitutional acetophenone, 2-aryl propylene and dimethyl sulfoxide
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Paragraph 0073-0075; 0078, (2018/12/13)
The invention discloses a method for constructing a cyclohexene derivative through substitutional acetophenone, 2-aryl propylene and dimethyl sulfoxide. According to the method, the substitutional acetophenone and the 2-aryl propylene are subjected to one-pot reaction in a dimethyl sulfoxide solution system containing potassium persulfate and/or sodium persulfate, so that the cyclohexene derivative is obtained. According to the method, for the first time, a cyclohexene ring is constructed through the substitutional acetophenone which provides alpha carbon, the 2-aryl propylene which provides propenyl and the dimethyl sulfoxide which provides methyl, the synthesis method is implemented through a one-pot method, moreover, reaction conditions are mild, no additional catalysts are needed, theselectivity is good, the yield is high, and the synthesis method is beneficial for industrial production.
A new five-membered ring forming process based on palladium(0)-catalyzed arylative cyclization of allenyl enones
Tsukamoto, Hirokazu,Kondo, Yoshinori
supporting information; experimental part, p. 2633 - 2636 (2009/05/30)
(Chemical Equation Presented) A palladium(0)/monophosphine catalyst promotes a novel arylative cyclization reaction of C1-, C2-, and C3-tethered allenyl enones with arylboronic acids to produce five-membered ring containing products. The regioselectivity of the process, associated with aryl group introduction into the allene moiety, depends on the length of the tether. This finding suggests that the cyclization reaction does not proceed through a carbopalladation pathway but rather via a route involving palladacycle-forming or anti-Wacker -type oxidative addition to the Pd0 catalyst.
