3123-97-5Relevant articles and documents
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Itoh et al.
, p. 2357 (1972)
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Dolgii,I.E. et al.
, (1979)
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Ultrasonic effects on electroorganic processes. Part 22. Cathodic crossed hydrocoupling of acetone with acrylonitrile
Atobe, Mahito,Fujiwara, Sou,Nonaka, Tsutomu
, p. 123 - 126 (2002)
The ultrasonic effects on the cathodic-crossed hydrocoupling of acetone with acrylonitrile were examined. The total current efficiency of all products in the cathodic reduction of a mixture of acetone and acrylonitrile was little influenced by ultrasonic
Sunlight-induced C–C bond formation reaction: Radical addition of alcohols/ethers/acetals to olefins
Hayakawa, Mamiko,Shirota, Hisashi,Hirayama, Souta,Yamada, Ryuusei,Aoyama, Tadashi,Ouchi, Akihiko
, (2021)
A sunlight-induced C–C bond formation reactions upon the addition of alcohols/ethers/acetals to olefins proceeded efficiently using di-tert-butyl peroxide (DTBP). The reactions proceeded faster than many of the previously reported sunlight and many conventional lamp photolyses, typically in 3–4 h under irradiation with sunlight, in excellent yield using olefins bearing two electron withdrawing groups (EWGs) (product yield > 95 %) and in good to fair yield with olefins bearing one EWG. The yields observed for some products were ～20 % higher than those obtained using a conventional Xe lamp as the light source, which was confirmed to be due to a light intensity effect. Gram-scale experiments showed similar yields to those observed in their corresponding small-scale experiments.
Photochemical C-C bond formation between alcohols and olefins by an environmentally benign radical reaction
Ouchi, Akihiko,Liu, Chuanxiang,Kaneda, Masayuki,Hyugano, Takeshi
, p. 3807 - 3816 (2013)
A radical C-C bond formation between olefins and alcohols proceeded efficiently by simple light irradiation at room temperature. The reaction proceeded in the presence of commercially available tBuOOtBu without using the harmful elements and/or compounds that have an unpleasant smell that are often used in conventional radical reactions. In addition, the reaction did not require photosensitizers or photocatalysts, which eliminated the time-consuming separation of sensitizers after the reaction, or the synthesis of photocatalysts as reported in previous procedures. A radical C-C bond formation between olefins and alcohols proceeded efficiently by simple light irradiation at room temperature without using the harmful elements often used in conventional radical reactions. Copyright
ZnI2/Zn(OTf)2-TsOH: A versatile combined-Acid system for catalytic intramolecular hydrofunctionalization and polyene cyclization
Chou, Ting-Hung,Yu, Bo-Hung,Chein, Rong-Jie
supporting information, p. 13522 - 13525 (2019/11/14)
A mild and efficient combined-Acid system using a zinc(ii) salt [ZnI2 or Zn(OTf)2] and p-Toluene sulfonic acid (TsOH) was investigated for catalytic cationic cyclizations, including intramolecular hydrocarboxylation, hydroalkoxylation, hydroamination, hydroamidation, hydroarylation and polyene cyclizations. This reaction provides easy access to five-and six-membered O-and N-containing saturated heterocyclic compounds, tetrahydronaphthalene derivatives and polycyclic skeletons in excellent yield with perfect Markovnikov selectivity and under mild conditions. The operational simplicity, broad applicability, and use of inexpensive commercially available catalysts make this protocol superior to existing methodologies.
Cooperative Polar/Steric Strategy in Achieving Site-Selective Photocatalyzed C(sp3)?H Functionalization
Yamada, Keiichi,Fukuyama, Takahide,Fujii, Saki,Ravelli, Davide,Fagnoni, Maurizio,Ryu, Ilhyong
supporting information, p. 8615 - 8618 (2017/06/30)
Synergistic control over the SH2 transition states of hydrogen abstraction exploiting polar and steric effects provides a promising cooperative strategy for site-selective C(sp3)?H functionalization using decatungstate anion photocatalysis. By using this photocatalytic approach, the C?H bonds of substituted lactones and cyclic ketones were functionalized selectively. In the remarkable case of 2-isoamyl 4-tert-butyl cyclohexanone (1 t) bearing five methyl, five methylene, and three methine C?H bonds, one methine C?H bond in the isoamyl tether was selectively functionalized.
