Literature DB >> 20524619

Synthesis of quinazolines from N-(2-nitrophenylsulfonyl)iminodiacetate and alpha-(2-nitrophenylsulfonyl)amino ketones via 2H-indazole 1-oxides.

Sona Krupková1, Greg A Slough, Viktor Krchnák.   

Abstract

Base-catalyzed rearrangement of 2H-indazoles 1-oxides, prepared by tandem carbon-carbon followed by nitrogen-nitrogen bond formations from easily accessible N-alkyl-2-nitro-N-(2-oxo-2-aryl-ethyl)-benzenesulfonamides using glycine, 2-nitrobenzenesulfonyl chlorides, and bromo ketones/acetates, yielded high purity quinazolines.

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Year:  2010        PMID： 20524619      PMCID： PMC2902981          DOI： 10.1021/jo100784z

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  12 in total

1.  Search for new pharmacophores for antimalarial activity. Part II: synthesis and antimalarial activity of new 6-ureido-4-anilinoquinazolines.

Authors:  S Madapa; Z Tusi; A Mishra; K Srivastava; S K Pandey; R Tripathi; S K Puri; S Batra
Journal:  Bioorg Med Chem       Date:  2008-11-08       Impact factor: 3.641

2.  The domino blocks: a simple solution for parallel solid-phase organic synthesis.

Authors:  V Krchnák; V Padĕra
Journal:  Bioorg Med Chem Lett       Date:  1998-11-17       Impact factor: 2.823

3.  [Products of a reaction between 1H-indazol-3-ol and ethyl chloroacetate].

Authors:  M Bonanomi; G Palazzo
Journal:  Farmaco Sci       Date:  1977-07

4.  Desiccant efficiency in solvent drying. 3. Dipolar aprotic solvents.

Authors:  D R Burfield; R H Smithers
Journal:  J Org Chem       Date:  1978-09-01       Impact factor: 4.354

5.  Structure-activity relationships of novel 2-substituted quinazoline antibacterial agents.

Authors:  P P Kung; M D Casper; K L Cook; L Wilson-Lingardo; L M Risen; T A Vickers; R Ranken; L B Blyn; J R Wyatt; P D Cook; D J Ecker
Journal:  J Med Chem       Date:  1999-11-04       Impact factor: 7.446

Review 6.  Recent advances in the solid-phase combinatorial synthetic strategies for the quinoxaline, quinazoline and benzimidazole based privileged structures.

Authors:  Ahmed Kamal; K Laxma Reddy; V Devaiah; N Shankaraiah; M V Rao
Journal:  Mini Rev Med Chem       Date:  2006-01       Impact factor: 3.862

7.  Induction of apoptosis and cell cycle arrest by CP-358,774, an inhibitor of epidermal growth factor receptor tyrosine kinase.

Authors:  J D Moyer; E G Barbacci; K K Iwata; L Arnold; B Boman; A Cunningham; C DiOrio; J Doty; M J Morin; M P Moyer; M Neveu; V A Pollack; L R Pustilnik; M M Reynolds; D Sloan; A Theleman; P Miller
Journal:  Cancer Res       Date:  1997-11-01       Impact factor: 12.701

8.  Solid-phase synthesis and chemical properties of 2-(2-amino/hydroxyethyl)-1-aryl-3,4-dihydropyrazino[1, 2-b]indazol-2-iums.

Authors:  Jan Kocí; Viktor Krchnák
Journal:  J Comb Chem       Date:  2010 Jan-Feb

9.  Remarkably efficient synthesis of 2H-indazole 1-oxides and 2H-indazoles via tandem carbon-carbon followed by nitrogen-nitrogen bond formation.

Authors:  Isabelle Bouillon; Jaroslav Zajícek; Nadĕzda Pudelová; Viktor Krchnák
Journal:  J Org Chem       Date:  2008-10-21       Impact factor: 4.354

10.  Resins with identical specifications are not identical. Identifying a useful solid-phase resin.

Authors:  Isabelle Bouillon; Miroslav Soural; Marvin J Miller; Viktor Krchnák
Journal:  J Comb Chem       Date:  2009-03-09
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  1 in total

1.  Accessing Multiple Classes of 2 H-Indazoles: Mechanistic Implications for the Cadogan and Davis-Beirut Reactions.

Authors:  Jie S Zhu; Clarabella J Li; Ka Yi Tsui; Niklas Kraemer; Jung-Ho Son; Makhluf J Haddadin; Dean J Tantillo; Mark J Kurth
Journal:  J Am Chem Soc       Date:  2019-04-04       Impact factor: 15.419
  1 in total

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