Novel, One-Pot, Three-Component Route to Indol-3-yl Substituted Spirooxindole Derivatives

被引:51
作者
Chen, Tao [1 ]
Xu, Xiao-Ping [1 ]
Ji, Shun-Jun [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
来源
JOURNAL OF COMBINATORIAL CHEMISTRY | 2010年 / 12卷 / 05期
基金
中国国家自然科学基金;
关键词
CERIC AMMONIUM-NITRATE; MULTICOMPONENT REACTIONS; BISINDOLE ALKALOIDS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; MARINE SPONGE; CYTOTOXICITY EVALUATION; ORGANIC-REACTIONS; ANTITUMOR AGENTS; A-D;
D O I
10.1021/cc100064c
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple and efficient approach to the synthesis of a novel series of polysubstituted 6'-(1H-indol-3-yl)-1',7'-dihydrospiro[indoline-3,4'-pyrazolo[3,4-b]pyridine]-2-one derivatives in high yields was developed from a one-pot, three-component reaction of 3-cyanoacetyl indoles, isatins, and 1H-pyrazol-5-amines in H(2)O/HOAc.
引用
收藏
页码:659 / 663
页数:5
相关论文
共 70 条
[1]   Synthesis and evaluation of some new spiro indoline-based heterocycles as potentially active antimicrobial agents [J].
Abdel-Rahman, AH ;
Keshk, EM ;
Hanna, MA ;
El-Bady, SM .
BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (09) :2483-2488
[2]   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
[3]  
[Anonymous], 1996, CHEM INDOLES
[4]   Cytotoxic bisindole alkaloids from a marine sponge Spongosorites sp. [J].
Bao, BQ ;
Sun, QS ;
Yao, XS ;
Hong, JK ;
Lee, CO ;
Sim, CJ ;
Im, KS ;
Jung, JH .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (05) :711-715
[5]   Alboinon, an oxadiazinone alkaloid from the ascidian Dendrodoa grossularia [J].
Bergmann, T ;
Schories, D ;
Steffan, B .
TETRAHEDRON, 1997, 53 (06) :2055-2060
[6]  
Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[7]  
2-A
[8]  
Brown R.K., 1972, INDOLES
[9]   New bisindole alkaloids of the topsentin and hamacanthin classes from the Mediterranean marine sponge Rhaphisia lacazei [J].
Casapullo, A ;
Bifulco, G ;
Bruno, I ;
Riccio, R .
JOURNAL OF NATURAL PRODUCTS, 2000, 63 (04) :447-451
[10]   The chemistry of isatins: a review from 1975 to 1999 [J].
da Silva, JFM ;
Garden, SJ ;
Pinto, AC .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2001, 12 (03) :273-324