117269-69-9Relevant academic research and scientific papers
Direct Synthesis of Mono-α-arylated Ketones from Alcohols and Olefins via Ni-Catalyzed Oxidative Cross-Coupling
Yang, Peng-Fei,Shu, Wei
, p. 6203 - 6208 (2020)
Controlled synthesis of α-monoarylated ketones is significant yet challenging due to the site-selectivity issues and nonproductive overarylation reactions. Herein, we reported the direct synthesis of α-arylated ketones enabled by Ni-catalyzed dehydrogenative cross-coupling reaction cascade between alcohols and olefins. The use of readily available and cost-effective alcohols and olefins provides a straightforward access to monoarylated ketones in good yields with exclusive selectivity without using any advanced synthetic intermediates.
Direct Synthesis of Dialkyl Ketones from Aliphatic Aldehydes through Radical N-Heterocyclic Carbene Catalysis
Kakeno, Yuki,Kusakabe, Mayu,Nagao, Kazunori,Ohmiya, Hirohisa
, p. 8524 - 8529 (2020/08/28)
A designed thiazolium-type N-heterocyclic carbene (NHC) catalyst having an N-neopentyl group and seven-membered backbone structure was achieved through the use of aliphatic aldehydes as acyl donors in the decarboxylative radical coupling with aliphatic carboxylic acid derived-redox active esters. The NHC catalyst also enabled the vicinal alkylacylation of vinyl arenes using aliphatic aldehydes and redox-active esters through a radical relay mechanism. These reactions provided the synthetic route to sterically hindered dialkyl ketones.
Nickel-Catalyzed Hydroacylation of Styrenes with Simple Aldehydes: Reaction Development and Mechanistic Insights
Xiao, Li-Jun,Fu, Xiao-Ning,Zhou, Min-Jie,Xie, Jian-Hua,Wang, Li-Xin,Xu, Xiu-Fang,Zhou, Qi-Lin
supporting information, p. 2957 - 2960 (2016/03/19)
The first nickel-catalyzed intermolecular hydroacylation reaction of alkenes with simple aldehydes has been developed. This reaction offers a new approach to the selective preparation of branched ketones in high yields (up to 99%) and branched selectivities (up to 99:1). Experimental data provide evidence for reversible formation of acyl-nickel-alkyl intermediate, and DFT calculations show that the aldehyde C-H bond transfer to a coordinated alkene without oxidative addition is involved. The origin of the reactivity and regioselectivity of this reaction was also investigated computationally, which are consistent with experimental observations.
Pd-catalyzed Fukuyama cross-coupling of secondary organozinc reagents for the direct synthesis of unsymmetrical ketones
Cherney, Alan H.,Reisman, Sarah E.
, p. 3259 - 3265 (2014/05/06)
The coupling of acyl electrophiles with organometallic reagents represents a convergent route toward complex and versatile ketone products. Despite the mild conditions and high functional group tolerance, the cross-coupling of carboxylic acid derivatives,
Synthesis of functionalized dialkyl ketones from carboxylic acid derivatives and alkyl halides
Wotal, Alexander C.,Weix, Daniel J.
supporting information; experimental part, p. 1476 - 1479 (2012/05/21)
Unsymmetrical dialkyl ketones can be directly prepared by the nickel-catalyzed reductive coupling of carboxylic acid chlorides or (2-pyridyl)thioesters with alkyl iodides or benzylic chlorides. A wide variety of functional groups are tolerated by this process, including common nitrogen protecting groups and C-B bonds. Even hindered ketones flanked by tertiary and secondary centers can be formed. The mechanism is proposed to involve the reaction of a (L)Ni(alkyl)2 intermediate with the carboxylic acid derivative.
Arylpiperazines having activity at the serotonin 1A receptor
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, (2008/06/13)
A series of aryl piperazine compounds are effective pharmaceuticals for the treatment of conditions related to or affected by the serotonin 1A receptor; the compounds are particularly effective antagonists at that receptor, and are particularly useful for alleviating the symptoms of nicotine and tobacco withdrawal.
Piperidine derivatives as reuptake inhibitors
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Page column 41, (2010/02/09)
The present invention provides compounds of formula (I) and a method of inhibiting the reuptake of serotonin and antagonizing the serotonin receptor which comprises administering to a subject in need of such treatment an effective amount of a compound of formula (I).
Piperidine derivatives as serotonine reuptake inhibitors
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Page column 35, (2010/02/05)
The present invention provides compounds of formula I and a method of inhibiting the reuptake of serotonin, antagonizing the 5-HT1Areceptor and antagonizing the 5-HT2Areceptor which comprises administering to a subject in need of such treatment an effective amount of a compound of formula I.
Pyrrolidine and pyrroline derivatives having effects on serotonin related systems
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Page column 57, (2010/02/05)
The present invention provides the compounds of the following formula (I): and a method for inhibiting the reuptake of seretonin, antagonizing the 5-HT1Areceptor and antagonizing the 5-HT2Areceptor which comprises administering to a subject in need of such treatment an effective amount of formula (I).
