Trityl chloride(Ph3CCl) efficiently catalyzes the condensation of 3‐methyl‐1‐phenyl‐1H‐pyrazol‐ 5(4H)‐one and aromatic aldehydes under mild and solvent‐free conditions, affording 4,4'‐(arylmethylene)‐ bi...Trityl chloride(Ph3CCl) efficiently catalyzes the condensation of 3‐methyl‐1‐phenyl‐1H‐pyrazol‐ 5(4H)‐one and aromatic aldehydes under mild and solvent‐free conditions, affording 4,4'‐(arylmethylene)‐ bis(3‐methyl‐1‐phenyl‐1H‐ pyrazol‐5‐ol)s in high to excellent yields and in short reaction time. The presence of the requisite organocatalytic trityl carbocation(Ph3C+) species was confirmed by analysis of infrared, 1H NMR, and ultra violet spectral data. A plausible mechanism was proposed for the reaction based on the observations and literature precedent.展开更多
Both 1,5-benzodiazepine and quinoxaline derivatives are important heterocycles in pharmaceuticals. We describe an efficient and clean method for the synthesis of 1,5-benzodiazepines from o-phenylenediamine and ke-tone...Both 1,5-benzodiazepine and quinoxaline derivatives are important heterocycles in pharmaceuticals. We describe an efficient and clean method for the synthesis of 1,5-benzodiazepines from o-phenylenediamine and ke-tones catalyzed by sodium tetrachloroaurate(III) dihydrate under mild conditions. The catalyst was shown to be equally effective for the synthesis of quinoxalines from o-phenylenediamine and α-bromo ketones under the similar reaction conditions. This method produced good yields.展开更多
文摘Trityl chloride(Ph3CCl) efficiently catalyzes the condensation of 3‐methyl‐1‐phenyl‐1H‐pyrazol‐ 5(4H)‐one and aromatic aldehydes under mild and solvent‐free conditions, affording 4,4'‐(arylmethylene)‐ bis(3‐methyl‐1‐phenyl‐1H‐ pyrazol‐5‐ol)s in high to excellent yields and in short reaction time. The presence of the requisite organocatalytic trityl carbocation(Ph3C+) species was confirmed by analysis of infrared, 1H NMR, and ultra violet spectral data. A plausible mechanism was proposed for the reaction based on the observations and literature precedent.
基金Fundings of the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry,China-France Le Programme Xu Guangqi (No.27967RE)Chongqing University(No.CDJRC10220004 and No. CDJZR11220005)Natural Science Foundation Project of CQ CSTC (No.2010BB5064) for financial support
基金Project supported by the Priority Academic Program Development of Jiangsu Higher Education Institutions, the National Natural Science Foundation of China (Nos. 21072168, 21102009) and Natural Science Foundation of Jiangsu Province (No. BK2011230).
基金Project supported by the Natural Science Foundation of Zhejiang Province (No. Y407168)the Foundation of Education of Zhejiang Province (No. Z200803599)the Opening Foundation of Zhejiang Provincial Top Key Discipline (No. 56310101634), China
文摘Both 1,5-benzodiazepine and quinoxaline derivatives are important heterocycles in pharmaceuticals. We describe an efficient and clean method for the synthesis of 1,5-benzodiazepines from o-phenylenediamine and ke-tones catalyzed by sodium tetrachloroaurate(III) dihydrate under mild conditions. The catalyst was shown to be equally effective for the synthesis of quinoxalines from o-phenylenediamine and α-bromo ketones under the similar reaction conditions. This method produced good yields.