37904-84-0Relevant academic research and scientific papers
Synthesis of trans -2,6-disubstituted cyclohexanones through allylic substitution
Kobayashi, Yuichi,Feng, Chao,Ikoma, Atsushi,Ogawa, Narihito,Hirotsu, Takayuki
, p. 760 - 763 (2014/03/21)
trans-2,6-Disubstituted cyclohexanones were synthesized with high regio- and stereoselectivity by allylic substitution followed by ozonolysis. Both alkyl and aryl groups were successfully installed to the cyclohexane ring. The stereochemistry of the Ssub
Suzuki-Miyaura, α-ketone arylation and dehalogenation reactions catalyzed by a versatile N-heterocyclic carbene-palladacycle complex
Navarro, Oscar,Marion, Nicolas,Oonishi, Yoshihiro,Kelly III, Roy A.,Nolan, Steven P.
, p. 685 - 692 (2007/10/03)
The activity of the complex (IPr)PdCl(η2-N,C-C 12H7NMe2), 1 [IPr = (N,N′-bis(2,6- diisopropylphenyl)-imidazol)-2-ylidene], in the Suzuki-Miyaura cross-coupling reaction involving unactivated aryl chlorides and triflates with arylboronic acids at room temperature in technical grade 2-propanol is described. These conditions allow for the synthesis of di- and tri-ortho-substituted biaryls in very short reaction times. This complex also displays very high activity for α-ketone arylation and dehalogenation reactions of activated and unactivated aryl chlorides.
Reactions of the Lithium Salts of the Tribenzylidenemethane Dianion, Diphenylacetone Dianion, and Related Compounds
Witt, Ortrun,Mauser, Harald,Friedl, Thomas,Wilhelm, Dieter,Clark, Timothy
, p. 959 - 967 (2007/10/03)
Potentially synthetically useful reactions of the dilithium salts of the title dianions have been investigated. Electrophilic quenching with a variety of reagents usually leads to the expected products in good yield. Quenching the diphenylacetone dianion with 1 equiv of trimethylchlorosilane, however, gives a good yield of 1,3-diphenylallene obtained by formal elimination of a trimethylsiloxy anion from an intermediate monoquenched monoanion salt. NMR studies, however, do not reveal the intermediacy of the 1,3-diphenyl-2-(trimethylsiloxy)allyl anion but rather suggest that the initial reaction site is at carbon, rather than oxygen. Oxidation of the dianions leads either to ring closure or dimerization for the tribenzylidenemethane dianion and to dimerization for the diphenylacetone dianion. The dimerization reactions are stereospecific, both with respect to the two new stereocenters produced and for the double bonds of the bis-silyl enol ether products if the dimeric bis-enolate dianion products are quenched with trimethylchlorosilane.
Reactions of Cojugated Arylazocycloalkenes with Grignard Reagents. Part 3. A Convenient Synthesis of 2,6-Diaryl- and 2-Alkyl-6-aryl-cyclohexanones
Bozzini, Silvano,Cova, Bruno,Gratton, Sergio,Lisini, Adriana,Risaliti, Amerigo
, p. 240 - 243 (2007/10/02)
A synthesis of the title compounds with the substituents at C-2 and C-6 trans to each other is described. 2-Arylcyclohexanones were converted into 1-phenylazo-6-arylcyclohexenes, which by reaction with Grignard reagents led to trans-2,6-diaryl- and trans-
