An Efficient, Three-component One-pot Preparation of 1,4-Dihydropyridines Containing Novel Substituted Pyrazole under Sulfamic Acid Catalysis

An efficient approach to 1,4-dihydropyridines containing novel substituted pyrazole is achieved via three-component reaction of pyrazolyl aldehyde, β-ketoester, and ammonium acetate in one-pot under sulfamic acid catalysis.

[1]  Atul Kumar,et al.  Synthesis of polyhydroquinoline derivatives through unsymmetric Hantzsch reaction using organocatalysts , 2007 .

[2]  C. Yao,et al.  Ceric Ammonium Nitrate (CAN) catalyzes the one-pot synthesis of polyhydroquinoline via the Hantzsch reaction , 2006 .

[3]  Murugulla Adharvana Chari,et al.  Silica gel/NaHSo4 catalyzed one-pot synthesis of Hantzsch 1,4-dihydropyridines at ambient temperature , 2005 .

[4]  C. Yao,et al.  Molecular iodine-catalyzed one-pot synthesis of 4-substituted-1,4-dihydropyridine derivatives via Hantzsch reaction , 2005 .

[5]  Su-Jin Park,et al.  Identification of antitumor activity of pyrazole oxime ethers. , 2005, Bioorganic & medicinal chemistry letters.

[6]  J. Moseley Alternative esters in the synthesis of ZD0947 , 2005 .

[7]  F. Behbahani,et al.  Catalytic aromatization of Hantzsch 1,4-dihydropyridines by ferric perchlorate in acetic acid , 2005 .

[8]  P. T. Perumal,et al.  A new protocol to synthesize 1,4-dihydropyridines by using 3,4,5-trifluorobenzeneboronic acid as a catalyst in ionic liquid: synthesis of novel 4-(3-carboxyl-1H-pyrazol-4-yl)-1,4-dihydropyridines , 2005 .

[9]  H. Tian,et al.  Facile Yb(OTf)3 promoted one-pot synthesis of polyhydroquinoline derivatives through Hantzsch reaction , 2005 .

[10]  M. Natchus,et al.  Development of orally bioavailable bicyclic pyrazolones as inhibitors of tumor necrosis factor-alpha production. , 2004, Journal of medicinal chemistry.

[11]  J. Yadav,et al.  A novel TMSI-mediated synthesis of Hantzsch 1,4-dihydropyridines at ambient temperature , 2003 .

[12]  E. Gordon,et al.  APPROACHES TO COMBINATORIAL SYNTHESIS OF HETEROCYCLES : A SOLID-PHASE SYNTHESIS OF 1,4-DIHYDROPYRIDINES , 1996 .

[13]  R. Mannhold,et al.  Calcium- and calmodulin-antagonism of elnadipine derivatives: comparative SAR , 1992 .

[14]  G. Duburs,et al.  Synthesis of 1,4-dihydropyridines by cyclocondensation reactions , 1988 .

[15]  Guengerich Fp,et al.  Oxidation of 4-aryl- and 4-alkyl-substituted 2,6-dimethyl-3,5-bis(alkoxycarbonyl)-1,4-dihydropyridines by human liver microsomes and immunochemical evidence for the involvement of a form of cytochrome P-450. , 1986 .

[16]  D. J. Triggle,et al.  New developments in calcium ion channel antagonists , 1983 .

[17]  F. Bühler,et al.  Calcium antagonists in hypertension. , 1987, Journal of hypertension. Supplement : official journal of the International Society of Hypertension.

[18]  Kenneth M. Snader,et al.  The Hantzsch Reaction. I. Oxidative Dealkylation of Certain Dihydropyridines , 1965 .

[19]  A. Hantzsch Ueber die Synthese pyridinartiger Verbindungen aus Acetessigäther und Aldehydammoniak , 1882 .