3506-68-1Relevant academic research and scientific papers
Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones
Dong, Guangbin,Xu, Yan,Zhou, Xukai
supporting information, p. 20042 - 20048 (2021/12/03)
The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.
Microwave-assisted dealkoxycarbonylation of α-mono- and α,α-disubstituted β-keto- and α-cyanoesters mediated by a silica gel bed
Guerrero-Caicedo, Alejandro,Soto-Martínez, Diana M.,Abonia, Rodrigo,Jaramillo-Gómez, Luz M.
, p. 2649 - 2657 (2018/02/19)
A new alternative protocol for the classical Krapcho reaction is reported herein, involving a microwave-assisted method, which replaces the typical aprotic polar solvent with a silica gel support along with the addition of only a few μL of DMF to enhance
Functional Characterization of a Novel Series of Biased Signaling Dopamine D3 Receptor Agonists
Xu, Wei,Wang, Xiaozhao,Tocker, Aaron M.,Huang, Peng,Reith, Maarten E. A.,Liu-Chen, Lee-Yuan,Smith, Amos B.,Kortagere, Sandhya
, p. 486 - 500 (2017/03/20)
Dopamine receptors play an integral role in controlling brain physiology. Importantly, subtype selective agonists and antagonists of dopamine receptors with biased signaling properties have been successful in treating psychiatric disorders with a low inci
Switchable asymmetric bio-epoxidation of α,β-unsaturated ketones
Liu, Yu-Chang,Wu, Zhong-Liu
supporting information, p. 1158 - 1161 (2016/01/15)
Efficient asymmetric bio-epoxidation of electron-deficient α,β-unsaturated ketones was realized via a tandem reduction-epoxidation-dehydrogenation cascade, which proceeds in a switchable manner to afford either chiral epoxy ketones or allylic epoxy alcoho
ALDEHYDE-SELECTIVE WACKER-TYPE OXIDATION OF UNBIASED ALKENES
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Page/Page column 0140-0149; 0155-0164; 0166-0168; 0177, (2014/10/29)
This disclosure is directed to methods of preparing organic aldehydes, each method comprising contacting a terminal olefin with an oxidizing mixture comprising: (a) a dichloro-palladium complex; (b) a copper complex; (c) a source of nitrite; under aerobic reaction conditions sufficient to convert at least a portion of the terminal olefin to an aldehyde.
Aldehyde-selective wacker-type oxidation of unbiased alkenes enabled by a nitrite co-catalyst
Wickens, Zachary K.,Morandi, Bill,Grubbs, Robert H.
supporting information, p. 11257 - 11260 (2013/11/06)
Breaking the rules: Reversal of the high Markovnikov selectivity of Wacker-type oxidations was accomplished using a nitrite co-catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. 18O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt. Copyright
Co2(CO)8-mediated cycloisomerization of arylene 1,7-enynes
Xing, Ping,Huang, Zuo-Gang,Jin, Yun,Jiang, Biao
, p. 699 - 702 (2013/02/25)
Co2(CO)8 was found to be effective for cycloisomerization reaction of arylene 1,7-enynes to form 2,3-dihydroindene derivatives, and a catalytic version assisted by different Lewis base ligands was also studied.
Triketoacid inhibitors of HIV-integrase: A new chemotype useful for probing the integrase pharmacophore
Walker, Michael A.,Johnson, Timothy,Ma, Zhuping,Banville, Jacques,Remillard, Roger,Kim, Oak,Zhang, Yunhui,Staab, Andrew,Wong, Henry,Torri, Albert,Samanta, Himadri,Lin, Zeyu,Deminie, Carol,Terry, Brian,Krystal, Mark,Meanwell, Nicholas
, p. 2920 - 2924 (2007/10/03)
Integrase is one of three enzymes expressed by HIV and represents a validated target for therapy. This study reports on the discovery of a new triketoacid-based chemotype that selectively inhibits the strand transfer reaction of HIV-integrase. SAR studies showed that the template binds to integrase in a manner similar to the diketoacid-based inhibitors. Moreover, comparison of the new chemotype to two different diketoacid templates led us to propose two aryl-binding domains in the inhibitor binding site. This information was used to design a new diketoacid template with improved activity against the enzyme.
N-heterocyclic carbene-catalyzed conjugate umpolung for the synthesis of γ-butyrolactones
Burstein, Christian,Tschan, Serena,Xie, Xiulan,Glorius, Frank
, p. 2418 - 2439 (2008/03/13)
The N-heterocyclic carbene-catalyzed conjugate Umpolung of differently substituted α,β-unsaturated aldehydes, e. g. cinnamaldehydes, α-methylcinnamaldehydes, and crotonaldehydes, is described. Coupling of these compounds with a variety of electrophilic al
Nickel-catalyzed electrochemical arylation of activated olefins
Condon, Sylvie,Dupre, Daniel,Falgayrac, Gilles,Nedelec, Jean-Yves
, p. 105 - 111 (2007/10/03)
Nickel-catalyzed electrochemical conjugate additions of substituted aryl bromides to activated olefins under recently optimized reaction conditions are reported. Good to high yields were obtained, whatever the nature of substituents in the meta- and para-positions of the benzene ring. In the ortho-substituted series, yields were good with electron-donating substituents, but low with electron-withdrawing groups. The activation of aryl chlorides and the sequential functionalization of aryl dihalides were also investigated.
