Literature DB >> 19505119

An oxazolo[3,2-b]indazole route to 1H-indazolones.

James S Oakdale1, Danielle M Solano, James C Fettinger, Makhluf J Haddadin, Mark J Kurth.   

Abstract

The novel heterocycle 2,3-dihydrooxazolo[3,2-b]indazole has been synthesized and utilized to provide easy access to 1H-indazolones, particularly the previously unreported 2-(2-alkoxyethyl)-1H-indazol-3(2H)-ones. Mechanistic as well as optimization and reaction scope studies are reported.

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Year:  2009        PMID： 19505119     DOI： 10.1021/ol900891s

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


  10 in total

1.  Inhibition of myeloperoxidase: evaluation of 2H-indazoles and 1H-indazolones.

Authors:  Aaron Roth; Sean Ott; Kelli M Farber; Teresa A Palazzo; Wayne E Conrad; Makhluf J Haddadin; Dean J Tantillo; Carroll E Cross; Jason P Eiserich; Mark J Kurth
Journal:  Bioorg Med Chem       Date:  2014-10-02       Impact factor: 3.641

2.  Davis-Beirut Reaction: Diverse Chemistries of Highly Reactive Nitroso Intermediates in Heterocycle Synthesis.

Authors:  Jie S Zhu; Makhluf J Haddadin; Mark J Kurth
Journal:  Acc Chem Res       Date:  2019-07-22       Impact factor: 22.384

3.  Nucleophilic substitution of oxazino-/oxazolino-/benzoxazin [3,2-b]indazoles: an effective route to 1H-indazolones.

Authors:  Michael B Donald; Wayne E Conrad; James S Oakdale; Jeffrey D Butler; Makhluf J Haddadin; Mark J Kurth
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

4.  The Davis-Beirut reaction: N1,N2-disubstituted-1H-indazolones via 1,6-electrophilic addition to 3-alkoxy-2H-indazoles.

Authors:  Wayne E Conrad; Ryo Fukazawa; Makhluf J Haddadin; Mark J Kurth
Journal:  Org Lett       Date:  2011-05-25       Impact factor: 6.005

5.  A one-pot-three-step route to triazolotriazepinoindazolones from oxazolino-2H-indazoles.

Authors:  Wayne E Conrad; Kevin X Rodriguez; Huy H Nguyen; James C Fettinger; Makhluf J Haddadin; Mark J Kurth
Journal:  Org Lett       Date:  2012-07-23       Impact factor: 6.005

6.  Facile syntheses of novel benzo-1,3-dioxolo-, benzothiazolo-, pyrido-, and quinolino-fused 5H-benzo[d]-pyrazolo[5,1-b][1,3]-oxazines and 1H-pyrazoles.

Authors:  Belem Avila; Danielle M Solano; Makhluf J Haddadin; Mark J Kurth
Journal:  Org Lett       Date:  2011-02-04       Impact factor: 6.005

7.  Unprecedented rearrangement of 2-(2-aminoethyl)-1-aryl-3,4-dihydropyrazino[1,2-b]indazole-2-ium 6-oxides to 2,3-dihydro-1H-imidazo[1,2-b]indazoles.

Authors:  Jan Kocí; Allen G Oliver; Viktor Krchnák
Journal:  J Org Chem       Date:  2010-01-15       Impact factor: 4.354

8.  Heterocycle-heterocycle strategies: (2-nitrophenyl)isoxazole precursors to 4-aminoquinolines, 1H-indoles, and quinolin-4(1H)-ones.

Authors:  Keith C Coffman; Teresa A Palazzo; Timothy P Hartley; James C Fettinger; Dean J Tantillo; Mark J Kurth
Journal:  Org Lett       Date:  2013-04-04       Impact factor: 6.005

9.  Acid and base catalyzed Davis-Beirut reaction: experimental and theoretical mechanistic studies and synthesis of novel 3-amino-2H-indazoles.

Authors:  Belem Avila; Mohammad H El-Dakdouki; Musa Z Nazer; Jason G Harrison; Dean J Tantillo; Makhluf J Haddadin; Mark J Kurth
Journal:  Tetrahedron Lett       Date:  2012-09-15       Impact factor: 2.415

10.  Davis-Beirut reaction: route to thiazolo-, thiazino-, and thiazepino-2H-indazoles.

Authors:  Kelli M Farber; Makhluf J Haddadin; Mark J Kurth
Journal:  J Org Chem       Date:  2014-07-23       Impact factor: 4.354
  10 in total

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