RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
          
          https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
        Synthesis  2005(5): 717-724  
DOI: 10.1055/s-2005-861820
   DOI: 10.1055/s-2005-861820
PAPER
© Georg Thieme Verlag Stuttgart · New YorkLow-Valent Titanium Reagent-Promoted Intramolecular Reductive Coupling Reactions of Ketomalononitriles: A Facile Synthesis of Benzo[4,5]indene, Acridine and Quinoline Derivatives
Weitere Informationen
            
               
                  
                        
                              Received
                              3 September 2004 
                      
Publikationsdatum:
09. Februar 2005 (online)
            
         
      
   Publikationsverlauf
Publikationsdatum:
09. Februar 2005 (online)

Abstract
The intramolecular reductive coupling reactions of ketomalononitriles induced by a low-valent titanium reagent were studied. Benzo[4,5]indene, acridine and quinoline derivatives are prepared in good yields under neutral and mild conditions.
Key words
low-valent titanium - benzo[4,5]indene - acridine - quinoline
- 1 
             
            McMurry JE. Chem. Rev. 1989, 89: 1513
- 2a 
             
            McMurry JE.Fleming MP. J. Org. Chem. 1976, 41: 896
- 2b 
             
            McMurry JE. Acc. Chem. Res. 1983, 16: 405
- 2c 
             
            Lenoir D. Synthesis 1989, 883
- 2d 
             
            Fürstner A.Bogdanovi B. Angew. Chem., Int. Ed. Engl. 1996, 35: 2443
- 2e 
             
            Shi DQ.Chen JX.Chai WY.Chen WX.Kao TY. Tetrahedron Lett. 1993, 34: 2963
- 2f 
             
            Shi DQ.Rong LC.Wang JX.Zhuang QY.Wang XS.Hu HW. Tetrahedron Lett. 2003, 44: 3199
- 2g 
             
            Shi DQ.Wang JX.Shi CL.Rong LC.Zhuang QY.Hu HW. Synlett 2004, 1098
- 2h 
             
            Li J.Shi DQ.Chen WX. Heterocycles 1997, 45: 2381
- 2i 
             
            Shi DQ.Shi CL.Wang XS.Zhuang QY.Tu SJ.Hu HW. Synlett 2004, 2239
- 3 
             
            Zhou LH.Shi DQ.Gao Y.Shen WB.Dai GY.Chen WX. Tetrahedron Lett. 1997, 38: 2729
- 4 
             
            Zhou LH.Tu SJ.Shi DQ.Dai GY.Chen WX. Synthesis 1998, 851
- 5a 
             
            Chen WX.Zhang JH.Hu MY.Wang XC. Synthesis 1990, 701
- 5b 
             
            Chen JX.Jiang JP.Chen WX.Kao TY. Chin. Chem. Lett. 1991, 2: 351
- 5c 
             
            Chen JX.Jiang JP.Chen WX.Kao TY. Heterocycles 1990, 701
- 6 
             
            Shi DQ.Zhao H.Wang XS.Yao CS.Zhou LH. J. Chem. Res., Synop. 2002, 452
- 7 
             
            Yamamoto Y.Matsumi D.Itoh K. Chem. Commun. 1998, 875
- 8 
             
            Chen JX.Chen WX.Zhang JH. Chin. J. Org. Chem. 1992, 12: 26
- 9 
             
            Huang LS. Acta Pharm. Simica 1983, 18: 553
- 10a 
             
            Huang LS. Acta Pharm. Simica 1983, 18: 633
- 10b 
             
            Akira Y.Kazuo K. Radioisotopes 1979, 28: 687
- 11 
             
            Claret PA. In Comprehensive Organic Chemistry Vol. 4:Barton DHR.Ollis WD. Pergamon Press; Oxford: 1979. p.155Reference Ris Wihthout Link
- 12 
             
            Jiang JP.Gao J.Shen WB.Chen WX. Acta Chimica Sinica 1992, 50: 1134
- 13 
             
            Shi DQ.Lu ZS.Wang SH.Tu SJ.Dai GY. Synth. Commun. 1998, 28: 4003
- 14 
             
            Kundu NG.Mahanty JS.Das B. Tetrahedron Lett. 1993, 34: 1625
 
    