71862-01-6Relevant academic research and scientific papers
Effective Synthesis of N-Arylformamide from α-Halo-N-arylacetamides
Chiang, Kun-Heng,Lu, Shi-Han,Yen, Wan-Ping,Uramaru, Naoto,Tseng, Wei-Siou,Chang, Te-Wei,Wong, Fung Fuh
, p. 235 - 242 (2016/07/21)
A convenient synthetic method for N-arylformamide derivatives was successfully developed by reacting α-iodo-N-arylacetamides with formamide. This method was applicable to α-iodo-N-arylacetamide substrates bearing electron-donating or electron-withdrawing groups, N-(benzo[d][1,3]dioxol-5-yl)-2-iodoacetamide, 2-iodo-N-(pyridin-2-yl)acetamide, and 2-iodo-N-(naphthalen-4-yl)acetamide to give the corresponding N-arylformamides in moderate to excellent yields (65–94%). A plausible mechanism was proposed to account for the new transformation.
Regioselectivity of the Diels-Alder Reactions of 2,5,8(1H)-Quinolinetriones
Perez, Jose Maria,Vidal, Luis,Grande, Mercedes T.,Menendez, J. Carlos,Avendano, Carmen
, p. 7923 - 7932 (2007/10/02)
Diels-Alder reactions of 2,5,8(1H)-quinolinetriones were completely regioselective for all the unsymmetrical dienes tested, except in the case of isoprene.This corresponds to a level of regioselectivity higher than the one found by previous workers for 5,
New Findings on the Vilsmeier-Haack Approach to Quinoline Derivatives
Alonso, Miguel Angel,Ubeda, J. Ignacio,Avendano, Carmen,Menendez, J. Carlos,Villacampa, Mercedes
, p. 10997 - 11008 (2007/10/02)
The presence of electron-releasing substituents on the aromatic ring of anilides, although necessary for the Vilsmeier-Haack cyclization to quinolines to proceed efficiently, can cause failure of the expected cyclization, leading to (Z) N,N-dimethylformamidines through an alternative course.A similar behaviour is observed when ?-donor groups are introduced on the α position of the anilide, although in this case some cyclization to quinoline derivatives generally occurs.
