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Pure Appl. Chem., 2010, Vol. 82, No. 3, pp. 541-554

http://dx.doi.org/10.1351/PAC-CON-09-08-04

Published online 2010-02-18

Thioamide dianions derived from N-arylmethyl thioamides: Generation and application as carbon nucleophiles adjacent to the nitrogen atom

Toshiaki Murai

Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-1193, Japan

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  • Ding Lei, Chen Jing, Hu Yifan, Xu Juan, Gong Xing, Xu Dongfang, Zhao Baoguo, Li Hexing: Aminative Umpolung of Aldehydes to α-Amino Anion Equivalents for Pd-Catalyzed Allylation: An Efficient Synthesis of Homoallylic Amines. Org. Lett. 2014, 16, 720. <http://dx.doi.org/10.1021/ol4034012>
  • Liu Xuliang, Gao Ang, Ding Lei, Xu Juan, Zhao Baoguo: Aminative Umpolung Synthesis of Aryl Vicinal Diamines from Aromatic Aldehydes. Org. Lett. 2014, 140407122837000. <http://dx.doi.org/10.1021/ol500522d>
  • Shibahara Fumitoshi, Kobayashi Shun-ichiro, Maruyama Toshifumi, Murai Toshiaki: Diastereo- and Regioselective Addition of Thioamide Dianions to Imines and Aziridines: Synthesis of N- Thioacyl-1,2-diamines and N- Thioacyl-1,3-diamines. Chem. Eur. J. 2013, 19, 304. <http://dx.doi.org/10.1002/chem.201203470>
  • Murai Toshiaki, Morikawa Kenta, Maruyama Toshifumi: Sequential One-Pot Addition of Excess Aryl-Grignard Reagents and Electrophiles to O -Alkyl Thioformates. Chem. Eur. J. 2013, 19, 13112. <http://dx.doi.org/10.1002/chem.201301573>
  • Yu Hailei, Liu Xuliang, Ding Lei, Yang Qin, Rong Bin, Gao Ang, Zhao Baoguo, Yang Haifeng: Pd-catalyzed α-arylation of thioamides. Tetrahedron Letters 2013, 54, 3060. <http://dx.doi.org/10.1016/j.tetlet.2013.03.114>
  • Rong Bin, Ding Lei, Yu Hailei, Yang Qin, Liu Xuliang, Xu Dongfang, Li Guisheng, Zhao Baoguo: Pd-catalyzed allylic alkylation of thioamides. Tetrahedron Letters 2013, 54, 6501. <http://dx.doi.org/10.1016/j.tetlet.2013.09.081>
  • Popov Yu. V., Mokhov V. M., Tankabekyan N. A.: Synthesis of 2-hydroxy-2-carboxyalkyladamantanes. Russ J Gen Chem 2013, 83, 1170. <http://dx.doi.org/10.1134/S1070363213060327>
  • Murai Toshiaki, Nagaya Eri, Miyahara Keitaro, Shibahara Fumitoshi, Maruyama Toshifumi: Synthesis and Characterization of Boron Complexes of Imidazo[1,5-a]pyridylalkyl Alcohols. Chem. Lett. 2013, 42, 828. <http://dx.doi.org/10.1246/cl.130274>
  • Suzuki Takanori, Kuroda Takuma, Tamaoki Hitomi, Higasa Sho, Katoono Ryo, Fujiwara Kenshu, Fukushima Takanori, Yamada Hidetoshi: Oxidative Conversion of Tetraaryldihydrodibenzothiepins into Elemental Sulfur and Stable Cationic Dyes Accompanied by Dual UV^|^ndash;vis and CD Spectral Changes. Chem. Lett. 2013, 42, 706. <http://dx.doi.org/10.1246/cl.130275>
  • Murai Toshiaki, Nagaya Eri, Shibahara Fumitoshi, Maruyama Toshifumi: Imidazo[1,5-a]pyridine-1-ylalkylalcohols: synthesis via intramolecular cyclization of N-thioacyl 1,2-aminoalcohols and their silyl ethers and molecular structures. Org. Biomol. Chem. 2012, 10, 4943. <http://dx.doi.org/10.1039/c2ob25438g>
  • Murai Toshiaki: ChemInform Abstract: Thioamide Dianions Derived from N-Arylmethyl Thioamides: Generation and Application as Carbon Nucleophiles Adjacent to the Nitrogen Atom. ChemInform 2010, 41, no. <http://dx.doi.org/10.1002/chin.201035255>