1195-32-0Relevant articles and documents
Matsuura et al.
, p. 1151,1153 (1960)
Bifunctional catalyst Pd-Al-MCM-41 for efficient dimerization-hydrogenation of β-pinene in one pot
Zhang, Song,Xu, Chao,Zhai, Guoqing,Zhao, Mingliang,Xian, Mo,Jia, Yuxiang,Yu, Zongjiang,Liu, Fusheng,Jian, Fangfang,Sun, Weizhi
, p. 47539 - 47546 (2017)
A new type of bimetallic palladium and aluminum incorporated mobile crystalline materials (Pd-Al-MCM-41) as bifunctional catalysts has been hydrothermally synthesized. Characterization shows that these molecular materials exhibit an ordered mesoporous structure, high surface area and a good dispersion of palladium in the frame. The catalytic activity of the Pd-Al-MCM-41 for the dimerization-hydrogenation reaction system of β-pinene in one pot has been systematically studied. Pd0.5-Al30-MCM-41 (SiO2/Al2O3 = 30, 0.5 wt% palladium content) was found to be the best catalyst which gave a dimer yield of up to 64.7%. It is worth noting that palladium shows a good synergic catalytic effect with aluminum in the dimerization reaction and enhances the dimerization yield. Furthermore, the bifunctional catalyst displayed a good activity over 4 runs.
Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2- a]pyridin-5-ones through Pummerer-Type Reactions
Huang, Jingjia,Hu, Gang,An, Shaoyu,Chen, Dongding,Li, Minglei,Li, Pingfan
, p. 9758 - 9769 (2019)
N-Alkylated 4-pyridones were obtained through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride-activated sulfoxides and 4-fluoropyridine derivatives, followed by hydrolysis. On the other hand, triflic anhydride-activated benzyl 6-fluoro-2-pyridyl sulfoxide could react with alkenes or alkynes to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.
Cu/Ni-Catalyzed Cyanomethylation of Alkenes with Acetonitrile for the Synthesis of β,γ-Unsaturated Nitriles
Jian, Hong,Shen, Zengming,Zhang, Saisai
, p. 6143 - 6150 (2020)
We have developed a protocol for the Cu/Ni-catalyzed cyanomethylation of alkenes with acetonitrile for the synthesis of β,γ-unsaturated nitriles. This is the first example of a direct coupling of the alkene sp2 C - H bond and the acetonitrile sp3 C - H bond for the preparation of β,γ-unsaturated nitriles. Acetonitrile, an inexpensive and stable solvent, is demonstrated to be a useful cyanomethyl source. The combination of copper and nickel catalysts resulted in a high reaction efficiency.
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Beereboom,J.J.
, p. 4230 - 4234 (1965)
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Deno,N.C. et al.
, p. 2157 - 2161 (1965)
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Tandem Pummerer-Type Rearrangement and Nickel-Catalyzed Alkylative Olefination of the Cyclic Dithioacetal S-Oxides of Aromatic Aldehydes with Grignard Reagents
Cheng, Wen-Lung,Luh, Tien-Yau
, p. 3516 - 3518 (1992)
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Desaturation of alkylbenzenes by cytochrome P450BM3 (CYP102A1)
Whitehouse, Christopher J.C.,Bell, Stephen G.,Wong, Luet-Lok
, p. 10905 - 10908 (2008)
A study was conducted to investigate the desaturation of alkylbenezenes by cytochrome P450BM3 (CYP102A1). It was observed during the study that oxidation of alkylbenzenes with CYP102A1 involves a gamut of P450 activity types that are terminal, sub-terminal benzylic and aromatic hydroxylation; terminal and sub-terminal desaturation; and epoxidation of the olefins. It was also found that the desaturation of cumene by CYP102A1 is sensitive to α-deuteration and insensitive to β-deuteration. Intramolecular deuterium isotope study revealed that the first abstraction in the desaturation of valproic acid and ezlopitant by microsomal P450s take place from activated carbon atoms. The increased β-hydroxylation percentages show that the β-carbon lies closer to the ferryl oxygen in the KT5.
A new palladium-catalyzed benzannulation of conjugated enynes
Saito, Shinichi,Salter, Matthew M.,Gevorgyan, Vladimir,Tsuboya, Norie,Tando, Kazushi,Yamamoto, Yoshinori
, p. 3970 - 3971 (1996)
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Marvel,Dunphy
, p. 2209,2210 (1960)
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Palmer
, p. 1028,1032 (1942)
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1,3-Difunctionalization of β-alkyl nitroalkenes via combination of Lewis base catalysis and radical oxidation
Wang, Ye,Zheng, Lei,Shi, Xiaodong,Chen, Yunfeng
supporting information, p. 886 - 889 (2021/02/01)
Upon treatment with a Lewis base catalyst, β-alkyl-substituted nitroalkenes could be readily converted into allylic nitro compounds. Examples of either C-1 or C-3 functionalization methods have been reported through nitro-elimination, giving alkene products. In this work, successful 1,3-difunctionalization was achieved through a synergetic Lewis base catalysis and TBHP radical oxidation, giving vinylic alkoxyamines in good to excellent yields. This work further extended the general synthetic application of β-alkyl nitroalkenes.
Enantioselective Hydrothiolation: Diverging Cyclopropenes through Ligand Control
Dong, Vy M.,Kuker, Erin L.,Lu, Alexander,Nie, Shaozhen
supporting information, p. 6176 - 6184 (2021/05/07)
In this article, we advance Rh-catalyzed hydrothiolation through the divergent reactivity of cyclopropenes. Cyclopropenes undergo hydrothiolation to provide cyclopropyl sulfides or allylic sulfides. The choice of bisphosphine ligand dictates whether the pathway involves ring-retention or ring-opening. Mechanistic studies reveal the origin for this switchable selectivity. Our results suggest the two pathways share a common cyclopropyl-Rh(III) intermediate. Electron-rich Josiphos ligands promote direct reductive elimination from this intermediate to afford cyclopropyl sulfides in high enantio- A nd diastereoselectivities. Alternatively, atropisomeric ligands (such as DTBM-BINAP) enable ring-opening from the cyclopropyl-Rh(III) intermediate to generate allylic sulfides with high enantio- A nd regiocontrol.
