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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 12
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Original Articles

Facile Synthesis of Spiro Oxindoles, Azaoxindoles, and Dihydroisoquinolone

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Pages 1742-1751 | Received 29 Jan 2010, Published online: 29 Apr 2011

REFERENCES

  • (a) Venkatesan , H. ; Davis , M. C. ; Atlas , Y. ; Snyder , J. P. ; Liotta , D. C. Total synthesis of SR 121463 A, a highly potent and selective vasopressin V receptor antagonist . J. Org. Chem. 2001 , 66 , 3653 – 3661 ; (b) Marco , L. ; Carreiras , M. C. Galanthamine, a natural product for the treatment of Alzheimer's disease . Recent Patents CNS Drug Discov. 2006 , 1 , 105 – 111 .
  • Beccalli , E. M. ; Clerici , F. ; Gelmi , M. L. A new synthetic procedure to spiro(cyclohexane-1,3′-indolone)-2′,4-diones . Tetrahedron 2003 , 59 , 4615 – 4622 .
  • (a) González-López de Turiso , F. ; Curran , D. P. Radical cyclization approach to spirocyclohexadienones . Org. Lett. 2005 , 7 , 151 – 154 ; (b) Khan , T. A. ; Tripoli , R. ; Crawford , J. J. ; Martin , C. G. ; Murphy , J. A. Diethylphosphine oxide (DEPO): High-yielding and facile preparation of indolones in water . Org. Lett. 2003 , 5 , 2971 – 2974 .
  • (a) Barbry , D. ; Sokolowski , G. ; Champagne , P. A convenient synthesis of 1,4-dihydroisoquinolin-3-one . Synth. Commun. 2002 , 32 , 1787 – 1790 .
  • Cravotto , G. ; Giovenzana , G. B. ; Pilati , T. ; Sisti , M. ; Palmisano , G. Azomethine ylide cycloaddition/reductive heterocyclization approach to oxindole alkaloids: Asymmetric synthesis of (−)-horsfiline . J. Org. Chem. 2001 , 66 , 8447 – 8453 .
  • Ackland , D. J. ; Pinhey , J. T. The chemistry of aryl-lead(iv) tricarboxylates: Reaction with vinylogous p-keto esters . J. Chem. Soc., Perkin Trans. 1 1987 , 2689 – 2694 .
  • Elliott , J. M. ; Castro , J. L. ; Chicchi , G. G. ; Cooper , L. C. ; Dinnell , K. ; Hollingworth , G. J. ; Ridgill , M. P. ; Rycroft , W. ; Kurtz , M. M. ; Shaw , D. E. ; Swain , C. J. ; Tsao , K.-L. ; Yang , L. 4,4-Disubstituted cyclohexylamine NK1 receptor antagonists. Bioorg. Med. Chem. Lett. 2002, 12, 1755–1758.
  • Nicolaou , K. C. ; Snyder , S. A. ; Montagnon , T. ; Vassilikogiannakis , G. The Diels–Alder reaction in total synthesis . Angew. Chem. Int. Ed. 2002 , 41 , 1668 – 1698 .
  • (a) Scott , J. P. ; Hammond , D. C. ; Beck , E. M. ; Brands , K. l. M. J. ; Davies , A. J. ; Dolling , U.-H. ; Kennedy , D. J. Expedient Diels–Alder assembly of 4-aryl-4-phenylsulfonylcyclohexanones . Tetrahedron. Lett. 2004 , 45 , 3345 – 3348 ; (b) Begue , J. P. ; Bonnet-Delpon , D. ; Lequeux , T. ; D'Angelo , J. ; Guingant , A. First direct access to angularly trifluoromethyl-substituted tricyclic compounds via a Diels–Alder reaction performed with a trialkyl olefin . Synlett 1992 , 146 – 148 ; (c) Bonnet-Delpon , D. ; Begue , J.-P. ; Lequeux , T. ; Ourevitch , M. Trifluoromethylalkenes in cycloaddition reactions . Tetrahedron 1996 , 52 , 59 – 70 ; (d) Hamilton , C. J. ; Fairlamb , A. H. ; Egleston , I. M. Regiocontrolled synthesis of the macrocyclic polyamine alkaloid (±)-lunarine, a time-dependent inhibitor of trypanothione reductase . J. Chem. Soc., Perkin Trans. 1 2002 , 1115 – 1123 .
  • Danishefsky , S. ; Yan , C.-F. ; Singh , R. K. ; Gammill , R. B. ; McCurry , P. M. Jr. ; Fritsch , N. ; Clardy , J. Derivatives of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene for Diels–Alder reactions . J. Am. Chem. Soc. 1979 , 101 , 7001 – 7008 .
  • (a) Selvakumar , N. ; Azhagan , A. M. ; Srinivas , D. ; Krishna , G. G. A direct synthesis of 2-arylpropenoic acid esters having nitro groups in the aromatic ring: A short synthesis of (±)-coerrulescine and (±)-Horsfliline . Tetrahedron Lett. 2002 , 43 , 9175 – 9179 ; (b) Lange , J. H. M. ; Coolen , H. K. A. C. ; Van Stuivenberg , H. H. ; Dijksman , J. A. R. ; Herremans , A. H. J. ; Ronken , E. ; Keizer , H. G. ; Tipker , K. ; McCreary , A. C. ; Veerman , W. ; Wals , H. C. ; Stork , B. ; Verveer , P. C. ; Den , H. ; Arnold , P. ; De Jong , N. M. J. ; Adolfs , T. J. P. ; Hoogendoorn , J. ; Kruse , C. G. Synthesis, biological properties, and molecular modeling investigations of novel 3,4-diarylpyrazolines as potent and selective CB1 cannabinoid receptor antagonists . J. Med. Chem. 2004 , 47 , 627 – 643 .
  • Labadie , S. S. ; Parmer , C. Efficient synthesis of hexahydrocarbazoles . Synth. Commun. 2011 , 41 , 1752 – 1758 .
  • Current name and affiliation for Christa Parmer: Christa Tatyosian, Bio-Rad Laboratories, Hercules, California, USA.

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