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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 22
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Original Articles

Synthesis of Fused [5,5]‐1,2,4‐Triazoles via Tandem Thioimidate Cyclopropane Rearrangement–Cyclization

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Pages 3377-3386 | Received 27 Apr 2006, Published online: 23 Nov 2006

References

  • Lawson , E. C. , Hoekstra , W. J. , Addo , M. F. , Andrade‐Gordon , P. , Damiano , B. P. , Kauffman , J. A. , Mitchell , J. A. and Maryanoff , B. E. 2001 . 1,2,4‐Triazolo[3,4‐a]pyridine as a novel, constrained template for fibrinogen receptor (GPIIb/IIIa) antagonists . Bioorg. Med. Chem. Lett. , 11 : 2619 – 2622 .
  • Urban , F. J. , Anderson , B. G. , Orrill , S. L. and Daniels , P. 2001 . Process research and large‐scale synthesis of a novel 5,6‐dihydro‐(9H)‐pyrazolo[3,4‐c]‐1,2,4‐triazolo[4,3‐a]pyridine PDE‐IV inhibitor . Org. Process Res. Dev. , 5 : 575 – 580 .
  • Guryn , R. , Pakulska , W. and Brzezinska , E. 2001 . Synthesis and action on the central nervous system of 8‐substituted 6,7,8,9‐tetrahydro‐5h‐1,2,4‐triazolo[4,3‐a]‐diazepine derivatives . Acta Poloniae Pharmaceutica , 58 : 53 – 59 .
  • Gineinah , M. M. , Nasr , M. N. , Abdelal , A. M. , El‐Emaam , A. A. and Said , S. A. 2000 . Synthesis and antiinflammatory evaluation of new 2‐ and 3‐substituted 1,2,4‐triazolo (4,3‐c) and [1,5‐c] quinazoline derivatives . Med. Chem. Res. , 10 : 243 – 252 .
  • Roma , G. , DiBraccio , M. , Grossi , G. , Mattioli , F. and Ghia , M. 2000 . 1,8‐Naphthyridines, IV: 9‐Substituted N,N‐dialkyl‐5‐(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3‐a][1,8]naphthyridine‐6‐carboxamides, new compounds with anti‐aggressive and potent anti‐inflammatory activities . Eur. J. Med. Chem. , 35 : 1021 – 1035 .
  • Liu , F. , Palmer , D. C. and Sorgi , K. L. 2004 . Diethoxyphosphinyl acetic acid hydrazide: A uniquely versatile reagent for the preparation of fused [5,5]‐, [5,6]‐, and [5,7]‐3‐[(E)‐2‐(arylvinyl)]‐1,2,4‐triazoles . Tetrahedron Lett. , 45 : 1877 – 1880 .
  • Rigo , B. , Gouni , I. , El Ghammarati , S. , Gautret , P. and Couturier , D. 1994 . Studies on pyrrolidinones: A silylated approach to fused triazoles . Synth. Commun. , 24 : 3055 – 3063 .
  • Kuduk , S. D. , Ng , C. , Chang , R. K. and Bock , M. G. 2003 . Synthesis of 2,3‐diaminodihydropyrroles via thioimidate cyclopropane rearrangement . Tetrahedron Lett. , 44 : 1437 – 1440 .
  • Kakefuda , A. , Suzuki , T. , Tobe , T. , Tsukada , J. , Tahara , A. , Sakamoto , S. and Tsukamoto , S.‐I. 2002 . Synthesis and pharmacological evaluation of 5‐(4‐biphenyl)‐3‐methyl‐4‐phenyl‐1,2,4‐triazole derivatives as a novel class of selective antagonists for the human vasopressin V1A receptor . J. Med. Chem. , 45 : 2589 – 2598 .
  • Hansen , K. B. , Springfield , S. A. , Desmond , R. , Devine , P. N. , Grabowski , E. J. J. and Reider , P. J. 2001 . Radical alkylation of N‐alkyl 1,2,4‐triazoles . Tetrahedron Lett. , 42 : 7353 – 7355 .

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