Synthesis of Novel Spiro Cyclic 2-Oxindole Derivatives of 6-Amino-4H-Pyridazine via [3+3] Atom Combination Utilizing Chitosan as a Catalyst

被引：42

作者：

Abdelhamid, Ismail Abdelshafy ^{[1
,2
]}

机构：

[1] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt

[2] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany

来源：

SYNLETT | 2009年 / 04期

关键词：

aza-enamine; chitosan; Michael addition; 3-spiropyridazines-2-oxindoles; ASYMMETRIC-SYNTHESIS; ISATINS;

D O I：

10.1055/s-0028-1087558

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Azaenamines were reacted with 3-cyanomethylidene-2-oxindoles using chitosan catalyst to yield spirocyclic 2-oxindole derivatives of 6-amino-4H-pyridazine and fused pyridazinoquinazolines.

引用

页码：625 / 627

页数：3

共 15 条

[1] Studies using (E)-6-oxo-1-aryl-4-(2-N-piperidinyl)vinyl-1,6-dihydropyridazine-5-carbonitrile [J].

Abdelhamid, Ismail Abdelshafy ;

Ghozlan, Said Ahmed Soliman ;

Kolshorn, Heinz ;

Meier, Herbert ;

Elnagdi, Mohamed Hilmy .

HETEROCYCLES, 2007, 71 (12) :2627-2637

[2] Efficient entry to diversely functionalized spirocyclic oxindoles from isatins through carbonyl-addition/cyclization reaction sequences [J].

Alcaide, B ;

Almendros, P ;

Rodríguez-Acebes, R .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (06) :2346-2351

[3]

Alper PB, 1999, ANGEW CHEM INT EDIT, V38, P3186, DOI 10.1002/(SICI)1521-3773(19991102)38:21<3186::AID-ANIE3186>3.0.CO

[4]

2-E

[5] Catalytic asymmetric synthesis of quaternary carbon centers.: Exploratory investigations of intramolecular Heck reactions of (E)-α,β-Unsaturated 2-haloanilides and analogues to form enantioenriched spirocyclic products [J].

Ashimori, A ;

Bachand, B ;

Overman, LE ;

Poon, DJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (26) :6477-6487

[6] Convergent diversity-oriented synthesis of small-molecule hybrids [J].

Chen, C ;

Li, XD ;

Neumann, CS ;

Lo, MMC ;

Schreiber, SL .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (15) :2249-2252

[7] 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

[8] Structure-based design of potent non-peptide MDM2 inhibitors [J].

Ding, K ;

Lu, Y ;

Nikolovska-Coleska, Z ;

Qiu, S ;

Ding, YS ;

Gao, W ;

Stuckey, J ;

Krajewski, K ;

Roller, PP ;

Tomita, Y ;

Parrish, DA ;

Deschamps, JR ;

Wang, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (29) :10130-10131

[9]

Fischer C, 2000, HELV CHIM ACTA, V83, P1175, DOI 10.1002/1522-2675(20000607)83:6<1175::AID-HLCA1175>3.0.CO

[10]

2-D

← 1 2 →