Literature DB >> 22385299

Synthesis of fused indazole ring systems and application to nigeglanine hydrobromide.

Aaron C Sather1, Orion B Berryman, Julius Rebek.   

Abstract

The single-step synthesis of fused tricyclic pyridazino[1,2-a]indazolium ring systems is described. Structural details revealed by crystallography explain the unexpected reactivity. The method is applied to the gram scale synthesis of nigeglanine hydrobromide.

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Year:  2012        PMID： 22385299      PMCID： PMC3324311          DOI： 10.1021/ol300303s

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  15 in total

1.  Versatile coordination chemistry of indazole-derived carbenes.

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Journal:  Chem Commun (Camb)       Date:  2010-05-07       Impact factor: 6.222

2.  Total synthesis of nigellicine and nigeglanine hydrobromide.

Authors:  Eric L Elliott; Simon M Bushell; Marta Cavero; Brian Tolan; T Ross Kelly
Journal:  Org Lett       Date:  2005-06-09       Impact factor: 6.005

3.  Tricyclic ureas: a new class of HIV-1 protease inhibitors.

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4.  Synthesis and preliminary biological evaluation of novel N-substituted 1-amino-3-[1-methyl(phenyl)-1H-indazol-4-yloxy]-propan-2-ols interesting as potential antiarrhythmic, local anaesthetic and analgesic agents.

Authors:  L Mosti; G Menozzi; P Fossa; W Filippelli; S Gessi; B Rinaldi; G Falcone
Journal:  Arzneimittelforschung       Date:  2000-11

5.  An efficient, facile, and general synthesis of 1h-indazoles by 1,3-dipolar cycloaddition of arynes with diazomethane derivatives.

Authors:  Tienan Jin; Yoshinori Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

6.  New synthesis of 1-substituted-1H-indazoles via 1,3-dipolar cycloaddition of in situ generated nitrile imines and benzyne.

Authors:  Christian Spiteri; Steve Keeling; John E Moses
Journal:  Org Lett       Date:  2010-08-06       Impact factor: 6.005

7.  A new alkaloid and its artificial derivative with an indazole ring from Nigella glandulifera.

Authors:  Yu-Ming Liu; Jun-Shan Yang; Qing-Hua Liu
Journal:  Chem Pharm Bull (Tokyo)       Date:  2004-04       Impact factor: 1.645

8.  A practical, metal-free synthesis of 1H-indazoles.

Authors:  Carla M Counceller; Chad C Eichman; Brenda C Wray; James P Stambuli
Journal:  Org Lett       Date:  2008-01-30       Impact factor: 6.005

9.  Benzothiopyranoindazoles, a new class of chromophore modified anthracenedione anticancer agents. Synthesis and activity against murine leukemias.

Authors:  H D Showalter; M M Angelo; E M Berman; G D Kanter; D F Ortwine; S G Ross-Kesten; A D Sercel; W R Turner; L M Werbel; D F Worth
Journal:  J Med Chem       Date:  1988-08       Impact factor: 7.446

10.  Redox-active antineoplastic ruthenium complexes with indazole: correlation of in vitro potency and reduction potential.

Authors:  Michael A Jakupec; Erwin Reisner; Anna Eichinger; Martina Pongratz; Vladimir B Arion; Mathea Sophia Galanski; Christian G Hartinger; Bernhard K Keppler
Journal:  J Med Chem       Date:  2005-04-21       Impact factor: 7.446
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  2 in total

1.  Synthesis of o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles by the reaction of hydrazones and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-12-03       Impact factor: 4.354

2.  Indazole-type alkaloids from Nigella sativa seeds exhibit antihyperglycemic effects via AMPK activation in vitro.

Authors:  Tao Yuan; Pragati Nahar; Meenakshi Sharma; Ke Liu; Angela Slitt; H A Aisa; Navindra P Seeram
Journal:  J Nat Prod       Date:  2014-10-09       Impact factor: 4.050
  2 in total

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