97145-60-3Relevant academic research and scientific papers
Copper-catalyzed three-component formal [3 + 1 + 2] annulations for the synthesis of 2-aminopyrimidines fromO-acyl ketoximes
Chen, Hongbiao,Deng, Guo-Jun,Huang, Huawen,Xu, Zhenhua
supporting information, p. 8706 - 8710 (2021/10/22)
A copper-based catalytic system has been developed to enable formal [3 + 1 + 2] annulations of ketoxime acetates, aldehydes, and cyanamides. This protocol offers a new strategy for the synthesis of highly substituted 2-aminopyrimidine compounds, and more importantly, pyrimidines have now been included in the N-heterocycle family constructed usingO-acyl ketoximes as N-C-C synthons.
Direct access to 2-(N-alkylamino)pyrimidines via ruthenium catalyzed tandem multicomponent annulation/N-alkylation
Borthakur, Ishani,Guria, Saikat,Kundu, Sabuj,Maji, Milan,Singha, Suman
, p. 37 - 51 (2021/08/25)
2-(N-alkylamino)pyrimidines are important heterocycles widely found in various pharmaceutically important drugs. Here, we have disclosed a new cooperative ruthenium complex catalyzed tandem multicomponent synthesis of 2-(N-alkylamino)pyrimidines directly from guanidine salt and alcohols. The reactions proceeded through the dehydrogenation of alcohols, followed by C[sbnd]C coupling and sequential C[sbnd]N coupling with guanidine and primary alcohol, with the elimination of three equivalents of hydrogen gas. In this work, application of both the acceptorless dehydrogenative coupling (ADC) and borrowing hydrogen (BH) strategies were accomplished in a single reaction. This catalytic method tolerated a wide range of substrates. The viability of the current method was demonstrated by preparative scale synthesis of a few products. A plausible catalytic cycle was proposed based on various control experiments, mechanistic studies and DFT calculations. Remarkably, 42 new 2-(N-alkylamino)pyrimidines were synthesized following this catalytic protocol.
An efficient and facile synthesis of pyrimidine and quinazoline derivatives via one-pot three-component reaction under solvent-free conditions
Rong, Liangce,Han, Hongxia,Wang, Haiying,Jiang, Hong,Tu, Shuajiang,Shi, Daqing
scheme or table, p. 152 - 157 (2009/07/17)
An efficient and convenient method for the preparation of pyrimidine and quinazoline derivatives by the one-pot reaction of aromatic aldehydes, cyclic ketones and guanidine carbonate, in the presence of sodium hydroxide under solvent-free condition was re
Heterocycles. 11. Synthesis of Substituted Benzoquinazolines
El-Rayyes, Nizar R.,Al-Saleh, Balkis,Al-Omran, Fatima
, p. 280 - 282 (2007/10/02)
2-Arylidene-1-tetralones (I) were condensed with benzamidine or guanidine to give the corresponding substituted benzoquinazolines II and III, respectively.The structures of all products were established by chemical and spectroscopic methods.
SYNTHESIS OF 2-AMINO-4-ARYL-5,6-DIHYDROBENZOQUINAZOLINES AND THEIR DERIVATIVES
Deli, Jozsef,Lorand, Tamas,Foldesi, Andras,Szabo, Dezso,Prokai, Laszlo
, p. 293 - 306 (2007/10/02)
Base-catalyzed reactions of 2-arylidene-1-tetralones and guanidine gave 2-amino-4-aryl-5,6-dihydrobenzoquinazolines (IIIa-i), which were oxidized to 2-amino-4-arylbenzoquinazolines (IVa-c). 2-Benzylidene-1-tetralone and alkylguanidines yielded 2-alk
