14334-36-2Relevant academic research and scientific papers
Acid-induced conformational alteration of cis-preferential aromatic amides bearing N-methyl-N-(2-pyridyl) moiety
Okamoto, Iwao,Terashima, Masayuki,Masu, Hyuma,Nabeta, Mayumi,Ono, Kaori,Morita, Nobuyoshi,Katagiri, Kosuke,Azumaya, Isao,Tamura, Osamu
experimental part, p. 8536 - 8543 (2011/11/28)
A series of cis-preferential aromatic N-methyl amides was designed and synthesized, and acid-induced conformational alteration of these compounds was investigated by means of NMR measurements in solution and X-ray crystal structure analysis. Compounds with a terminal N-methyl-N-(2-pyridyl) amide unit showed acid-induced conformational change from cis to trans, while those with a terminal N-methyl-2-pyridinecarboxamide unit showed a change of the carbonyl orientation from anti to syn with retention of cis conformation.
An effective synthesis of N,N-dimethylamides from carboxylic acids and a new route from N,N-dimethylamides to 1,2-diaryl-1,2-diketones
Kumagai, Takashi,Anki, Tomohiro,Ebi, Takahiro,Konishi, Akihito,Matsumoto, Kouzou,Kurata, Hiroyuki,Kubo, Takashi,Katsumoto, Kenta,Kitamura, Chitoshi,Kawase, Takeshi
experimental part, p. 8968 - 8973 (2011/01/04)
Carboxylic acids were heated at 150 °C in DMF in the presence of 1.25 equiv of thionyl chloride to give corresponding N,N-dimethylamides in good yields. Tandem chlorination and amidation reactions occurred in the one-pot procedure. Dicarboxylic acids needed prolonged reaction time to produce bisamides in good yields. Some benzamides were efficiently converted into corresponding 1,2-diaryl-1,2-diketones (benzils) under acyloin condensation conditions in the presence of 4,4′-di-tert-butylbiphenyl (DBB) in THF. Ultrasonic irradiation effectively accelerates the reaction, but it is not critical. However, the presence of DBB is fatal to the reaction. Although a few synthetic methods for benzils from benzoic acids have been reported so far, this method is one of the most convenient and highly reproducible procedures.
Palladium(0) complex-catalyzed debrominative coupling of (tribromomethyl)- and (dibromomethyl)benzenes to diarylacetylenes and 1,2-diarylethenes
Mataka,Liu,Tashiro
, p. 133 - 135 (2007/10/02)
Palladium(0)-triphenylphosphine complex-catalyzed debrominative coupling reaction of (tribromomethyl)benzenes gave diarylacetylenes or a mixture of (E)- and (Z)-α,β-dibromostilbenes depending upon the substrate and the solvent being used. On the other hand, (dibromomethyl)benzenes afforded (E)-stilbenes selectively under the same reaction conditions.
