Preparation of Isoquinolin-(2(1H)-yl)but-2-enedioate Derivatives

REFERENCES

• (a) Bentley , K. W. The Isoquinoline Alkaloids ; Pergamon Press : London , 1965 ; (b) Michael, J. P. Quinoline, quinazoline, and acridone alkaloids. Nat. Prod. Rep. 2002, 19, 742; (c) Scott, J. D.; Williams, R. M. Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics. Chem. Rev. 2002, 102, 1669–1730; (d) Hansch, C. P.; Sammes, G.; Taylor, J. B. Comprehensive Medicinal Chemistry; Pergamon Press: Oxford, 1990 .
   Google Scholar
• (a) Pop , E. ; Wu , W. M. ; Shek , E. ; Bodor , N. Improved delivery through biological membranes, 38: Brain-specific chemical delivery systems for β-lactam antibiotics: Synthesis and properties of some dihydropyridine and dihydroisoquinoline derivatives of benzylpenicillin . J. Med. Chem. 1989 , 32 , 1774 – 1781 ; (b) Sheha , M. M. ; El-Koussi , N. A. ; Farag , H. Brain delivery of HIV protease inhibitors . Arch. Pharm. Pharm. Med. Chem. 2003 , 336 , 47 ; (c) Mahmoud , S. ; Aboul-Fadl , T. ; Farag , H. ; Mouhamed , A. M. I. 1, 2-Dihydroisoquinoline-N-acetic acid derivatives as new carriers for specific brain delivery, I: Synthesis and estimation of oxidation kinetics using multivariate calibration method . Arch. Pharm. Pharm. Med. Chem. 2003 , 336 , 573 – 584 ; (d) Prokai , L. ; Prokai-Tatrai , K. ; Bodor , N. Targeting drugs to the brain by redox chemical delivery systems . Med. Res. Rev. 2000 , 20 , 367 – 416 .
   PubMed Web of Science ®Google Scholar
• Lukevics , E. ; Segal , I. ; Zablotskaya , A. ; Germane , S. Synthesis and neurotropic activity of novel quinoline derivatives . Molecules 1997 , 2 , 180 – 185 .
   Web of Science ®Google Scholar
• (a) Maryanoff , B. E. ; McComsey , D. F. ; Gardocki , J. F. ; Shank , R. P. ; Costanzo , M. J. ; Nortey , S. O. ; Schneider , C. R. ; Setler , P. E. Pyrroloisoquinoline antidepressants, 2: In-depth exploration of structure–activity relationships . J. Med. Chem. 1987 , 30 , 1433 – 1454 ; (b) Sorgi , K. L. ; Maryanoff , C. A. ; McComsey , D. F. ; Graden , D. W. ; Maryanoff , B. E. Asymmetric induction in an enammonium–iminium rearrangement: Mechanistic insight via NMR, deuterium labeling, and reaction rate studies: Application to the stereoselective synthesis of pyrroloisoquinoline antidepressants . J. Am. Chem. Soc. 1990 , 112 , 3567 – 3579 .
   PubMed Web of Science ®Google Scholar
• (a) Tietze , L. F. ; Rackehmann , N. ; Miller , I. Enantioselective total syntheses of the ipecacuanha alkaloid emetine, the alangium alkaloid tubulosine, and a novel benzoquinolizidine alkaloid by using a domino process . Chem. Eur. J. 2004 , 10 , 2722 – 2731 ; (b) Knjlker , H. J. ; Agarwal , S. Total synthesis of the antitumor active pyrrolo[2,1-a]isoquinoline alkaloid (±)-crispine A . Tetrahedron Lett. 2005 , 46 , 1173 – 1175 .
   PubMed Web of Science ®Google Scholar
• Yavari , I. ; Ghazanfarpour-Darjani , M. ; Sabbaghan , M. ; Hossaini , Z. Synthesis of dimethyl 1,2-dihydroisoquinolines through the reaction of isoquinoline and dimethyl acetylenedicarboxylate in the presence of amides . Tetrahedron Lett. 2007 , 48 , 3749 – 3751 .
   Web of Science ®Google Scholar