A Unique Approach to Catalyst-Free, One-Pot Synthesis of Spirooxindole-Pyrazolines

被引:22
作者
Alizadeh, Abdolali [1 ]
Zohreh, Nasrin [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
spirooxindole; isatin; spiropyrazole; pyrazoline; 1,1-bis(methylthio)-2-nitroethylene; one-pot reaction; EFFICIENT SYNTHESIS; NATURAL-PRODUCTS; CONSTRUCTION; DISCOVERY;
D O I
10.1055/s-0031-1290322
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
A pseudo-five-component synthesis of spirooxindole-pyrazolines via a one-pot and catalyst-free reaction under mild conditions is reported. The 1,1-bishydrazino-2-nitroethylene intermediate generated in situ from the addition of aqueous hydrazine to 1,1-bis(methylthio)-2-nitroethylene is trapped by two equivalents of isatin derivatives to obtain the title compounds.
引用
收藏
页码:428 / 432
页数:5
相关论文
共 27 条
[1]
Synthesis of spiro[benzopyrazolonaphthyridine-indoline]-diones and spiro[chromenopyrazolopyridine-indoline]-diones by one-pot, three-component methods in water [J].
Ahadi, Somayeh ;
Ghahremanzadeh, Ramin ;
Mirzaei, Peiman ;
Bazgir, Ayoob .
TETRAHEDRON, 2009, 65 (45) :9316-9321
[2]
One-pot and stereoselective synthesis of 2,3-dihydro-1,5-benzodiazepin-2-one with a phosphanylidene or phosphono-succinate substituent [J].
Alizadeh, Abdolah ;
Zohreh, Nasrin ;
Zhu, Long-Guan .
TETRAHEDRON, 2009, 65 (13) :2684-2688
[3]
Pyridine-Mediated Synthesis of 1,3-Diazetidin-2-ones (Aza-β-lactams): Novel Investigations on Isocyanate-Carbodiimde Reaction [J].
Alizadeh, Abdolali ;
Zohreh, Nasrin ;
Oskueyan, Ghasem ;
Zhu, Long-Guan .
SYNLETT, 2011, (17) :2491-2494
[4]
Synthesis of 2-Oxopyridine-Fused 1,3-Diazaheterocyclic Compounds via a Three-Component Reaction [J].
Alizadeh, Abdolali ;
Mikaeili, Azadeh ;
Firuzyar, Tahereh ;
Ahmadi, Mahdi .
HELVETICA CHIMICA ACTA, 2011, 94 (07) :1343-1346
[5]
Efficient One-Pot Synthesis of Spirooxindole Derivatives Containing 1,4-Dihydropyridine-Fused-1,3-Diazaheterocycle Fragments via Four-Component Reaction [J].
Alizadeh, Abdolali ;
Firuzyar, Tahereh ;
Mikaeili, Azadeh .
SYNTHESIS-STUTTGART, 2010, (22) :3913-3917
[6]
A Facile and Efficient Synthesis of Arylsulfonamido-Substituted 1,5-Benzodiazepines and N-[2-(3-Benzoylthioureido)aryl]-3-oxobutanamide Derivatives [J].
Alizadeh, Abdolali ;
Zohreh, Nasrin .
HELVETICA CHIMICA ACTA, 2010, 93 (06) :1221-1226
[7]
Dandia A, 2002, PHARMAZIE, V57, P602
[8]
Total synthesis of spirotryprostatin A, leading to the discovery of some biologically promising analogues [J].
Edmondson, S ;
Danishefsky, SJ ;
Sepp-Lorenzino, L ;
Rosen, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (10) :2147-2155
[9]
Aiming for the Ideal Synthesis [J].
Gaich, Tanja ;
Baran, Phil S. .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (14) :4657-4673
[10]
Pyrrolidinyl-spirooxindole natural products as inspirations for the development of potential therapeutic agents [J].
Galliford, Chris V. ;
Scheidt, Karl A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (46) :8748-8758