66489-79-0Relevant academic research and scientific papers
Three-component synthesis of homoallylamines by scandium(III) triflate-mediated allylation with allylgermane: A highly imine selective allylation reaction
Akiyama, Takahiko,Iwai, Junko
, p. 273 - 274 (1998)
Investigated is a three-component synthesis of homoallylamines by scandium(III) triflate catalyzed allylation of imines, generated in situ from aldehyde and amine, with allyltriethylgermane. Imines were allylated exclusively in the presence of aldehydes.
Chemoselective allylation of aldimine with allyltriethylgermane by the combined use of BF3·OEt2 and AcOH
Akiyama, Takahiko,Iwai, Junko,Onuma, Yuji,Kagoshima, Hirotaka
, p. 2191 - 2192 (1999)
Allyltriethylgermane reacts with aldimines in preference to aldehydes by means of BF3·OEt2 and AcOH to afford homoallylic amines in high yields; three component syntheses of homoallytic amines starting from aldehyde, aniline and ally
Asymmetric allylation of aldimines with indium and (+)-cinchonine
Han, Rongbi,Choi, Seung Hyuk,Son, Kee In,Jun, Young Moo,Lee, Byung Min,Kim, Byeong Hyo
, p. 1725 - 1733 (2005)
By applying indium and allyl bromide, aldimines were converted into homoallyl amines with excellent yields. The addition of (+)-cinchonine to the reaction mixture yielded enantioselective allylation with 22-44% ee. Copyright Taylor & Francis, Inc.
SmI2 Mediated Allylation of Aldimines with Allyl Bromide
Kim, Byeong Hyo,Han, Rongbi,Park, Ryun Ju,Bai, Kyung Ho,Jun, Young Moo,Baik, Woonphil
, p. 2297 - 2304 (2001)
In a mild reaction with SmI2, aldimines have been converted into homoallyl amines in good yields.
Selective Acceptorless Dehydrogenation of Primary Amines to Imines by Core–Shell Cobalt Nanoparticles
Cui, Xinjiang,Li, Wu,Junge, Kathrin,Fei, Zhaofu,Beller, Matthias,Dyson, Paul J.
supporting information, p. 7501 - 7507 (2020/03/16)
Core–shell nanocatalysts are attractive due to their versatility and stability. Here, we describe cobalt nanoparticles encapsulated within graphitic shells prepared via the pyrolysis of a cationic poly-ionic liquid (PIL) with a cobalt(II) chloride anion. The resulting material has a core–shell structure that displays excellent activity and selectivity in the self-dehydrogenation and hetero-dehydrogenation of primary amines to their corresponding imines. Furthermore, the catalyst exhibits excellent activity in the synthesis of secondary imines from substrates with various reducible functional groups (C=C, C≡C and C≡N) and amino acid derivatives.
A Mechanochemical Zinc-Mediated Barbier-Type Allylation Reaction under Ball-Milling Conditions
Yin, JieXiang,Stark, Roderick T.,Fallis, Ian A.,Browne, Duncan L.
, p. 2347 - 2354 (2020/02/04)
A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not re
Cross dehydrogenative coupling strategy for allylation of benzylanilines promoted by DDQ
Xiong, Ruimei,Hussain, Muhammad Ijaz,Liu, Qing,Xia, Wen,Xiong, Yan
, (2019/12/11)
A cross dehydrogenative coupling strategy for allylation of benzylanilines promoted by DDQ is reported, which uses nonmetallic quinone DDQ as an oxidant in the allylation of N-benzylanilines under mild conditions. C–C bond with high selectivity and activity was constructed in this reaction and homoallylic amines were obtained with yields of up to 99%.
Allylation method of N-benzylaniline compound
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Paragraph 0022-0066; 0163-0165, (2020/04/17)
The invention discloses an allylation method of an N-benzylaniline compound, and relates to a synthesis method of allylamine. According to the method, various N-benzylaniline derivatives as raw materials, allyl tributyltin as an allylation reagent and 2,3
Organic Photoredox-Catalyzed Synthesis of δ-Fluoromethylated Alcohols and Amines via 1,5-Hydrogen-Transfer Radical Relay
Wang, Huiqiao,Zhang, Jinjin,Shi, Jianxue,Li, Fan,Zhang, Sheng,Xu, Kun
supporting information, p. 5116 - 5120 (2019/09/03)
The hydrotrifluoromethylation of benzyl-protected homoallylic alcohol and amine derivatives catalyzed by 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) was developed. This reaction delivered δ-fluoromethylated free alcohols and amines with in situ deprotection of benzyl protecting group under mild irradiation conditions. 4CzIPN was found to be a competent metal-free photoredox catalyst for activating several types of fluoromethylation reagents including CF3SO2Cl, Togni's reagent, and 2-bromo-2,2-difluoroacetate via oxidative quenching and also CF3SO2Na through reductive quenching to allow direct hydrotrifluoromethylation of simple alkenes and Michael acceptors.
Electrophilic [N—F]+ catalysed asymmetric allylation of (E)-N,1-diphenylmethanimine
Sharma, Poonam,Sharma, Rakesh K.
, p. 91 - 96 (2019/01/04)
New efficient catalysts based on electrophilic N-fluoro quaternary ammonium salts are reported for catalytic allylation of (E)-N,1-diphenylmethanimine. The chiral version of the catalyst based on cinchonidine (F-CD-BF4) shows high catalytic activity with approximately 94% ee and TOF (>800?h?1). The F-CD-BF4 is prepared from cinchonidine and Selectfluor by one-step transfer fluorination.
