Аннотация:
Hünig's base 1 is known to react extensively with S2Cl2 to give monocyclic, bicyclic and fused tricyclic 1,2-dithioles with the N-ethyl group intact, but with S2Cl2 and DABCO in chloroform at 0 °C 1 is converted into dichloroacetamide 2 by selective reaction of the N-ethyl group in a new one-pot transformation; ethyl-substituted derivatives of 1, diethylisopropylamine 17 and triethylamine react similarly though the last, less bulky, amine also gives trichloroacetamide 20.
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
L. S. Konstantinova, O. A. Rakitin, Ch. W. Rees, “Direct conversion of N-ethylamines into functionalised amides by S2Cl2”, Mendeleev Commun., 11:5 (2001), 167–168
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc4275
https://www.mathnet.ru/rus/mendc/v11/i5/p167
Эта публикация цитируется в следующих 8 статьяx:
Lin-Sheng Lei, Cao-Gen Xue, Xue-Tao Xu, Da-Ping Jin, Shao-Hua Wang, Wen Bao, Huan Liang, Kun Zhang, Abdullah M. Asiri, “The synthesis of cyanoformamides via a CsF-promoted decyanation/oxidation cascade of 2-dialkylamino-malononitriles”, Org. Biomol. Chem., 17:15 (2019), 3723
Л. С. Константинова, О. А. Ракитин, “Монохлорид серы в органическом синтезе”, Усп. хим., 83:3 (2014), 225–250; L. S. Konstantinova, O. A. Rakitin, “Sulfur monochloride in organic synthesis”, Russian Chem. Reviews, 83:3 (2014), 225–250
Lidia S Konstantinova, Kirill A Lysov, Ljudmila I Souvorova, Oleg A Rakitin, “Synthesis of 2,3-dihydronaphtho[2,3-d][1,3]thiazole-4,9-diones and 2,3-dihydroanthra[2,3-d][1,3]thiazole-4,11-diones and novel ring contraction and fusion reaction of 3H-spiro[1,3-thiazole-2,1'-cyclohexanes] into 2,3,4,5-tetrahydro-1H-carbazole-6,11-diones”, Beilstein J. Org. Chem., 9 (2013), 577
L. S. Konstantinova, O. A. Rakitin, “Design of sulfur heterocycles with sulfur monochloride: synthetic possibilities and prospects”, Mendeleev Commun., 19:2 (2009), 55–61
L. S. Konstantinova, A. A. Berezin, O. A. Rakitin, “Transformations of N-ethylamines into amide derivatives under the action of sulfur monochloride”, Russ Chem Bull, 56:6 (2007), 1178
Stanislav A. Amelichev, Rinat R. Aysin, Lidia S. Konstantinova, Natalia V. Obruchnikova, Oleg A. Rakitin, Charles W. Rees, “Abnormally Mild Synthesis of Bis(dithiolo)pyrroles from 2,5-Dimethylpyrroles”, Org. Lett., 7:25 (2005), 5725
Lidia S. Konstantinova, Oleg A. Rakitin, Charles W. Rees, Ljudmila I. Souvorova, Denis G. Golovanov, Konstantin A. Lyssenko, “Unprecedented Conversion of Triethylamine and Disulfur Dichloride into a Thienopentathiepin and a Heptathiocane”, Org. Lett., 5:11 (2003), 1939
Lidia S. Konstantinova, Oleg A. Rakitin, Charles W. Rees, “ChemInform Abstract: Direct Conversion of N‐Ethylamines into Functionalized Amides by S2Cl2.”, ChemInform, 33:11 (2002)