Literature DB >> 18265873

Isoxazoles from 1,1-Disubstituted Bromoalkenes.

Sureshbabu Dadiboyena1, Jianping Xu, Ashton T Hamme.   

Abstract

The regioselective synthesis of 3,5-disubstituted isoxazoles was achieved through the 1,3-dipolar cycloaddition of nitrile oxides with 1,1-disubstituted bromoalkenes. The substituted bromoalkenes function as alkyne synthons which were used to construct 5,5-disubstituted bromoisoxazoline intermediates that aromatize to the analogous isoxazoles through the loss of HBr.

Entities:  

Year:  2007        PMID： 18265873      PMCID： PMC2031838          DOI： 10.1016/j.tetlet.2006.12.005

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  7 in total

1.  In search of new chemical entities with spermicidal and anti-HIV activities.

Authors:  S Srivastava; L K Bajpai; S Batra; A P Bhaduri; J P Maikhuri; G Gupta; J D Dhar
Journal:  Bioorg Med Chem       Date:  1999-11       Impact factor: 3.641

2.  Total synthesis of natural dysidiolide.

Authors:  H Miyaoka; Y Kajiwara; Y Hara; Y Yamada
Journal:  J Org Chem       Date:  2001-02-23       Impact factor: 4.354

3.  Heterocyclic nucleoside analogues: design and synthesis of antiviral, modified nucleosides containing isoxazole heterocycles.

Authors:  Yoon-Suk Lee; Byeang Hyean Kim
Journal:  Bioorg Med Chem Lett       Date:  2002-05-20       Impact factor: 2.823

4.  Heterocyclic and phenyl double-bond-locked combretastatin analogues possessing potent apoptosis-inducing activity in HL60 and in MDR cell lines.

Authors:  Daniele Simoni; Giuseppina Grisolia; Giuseppe Giannini; Marinella Roberti; Riccardo Rondanin; Laura Piccagli; Riccardo Baruchello; Marcello Rossi; Romeo Romagnoli; Francesco Paolo Invidiata; Stefania Grimaudo; M Katherine Jung; Ernest Hamel; Nicola Gebbia; Lucia Crosta; Vincenzo Abbadessa; Antonietta Di Cristina; Luisa Dusonchet; Maria Meli; Manlio Tolomeo
Journal:  J Med Chem       Date:  2005-02-10       Impact factor: 7.446

5.  Dipolar cycloaddition of novel 6-(nitrileoxidomethyl) penam sulfone: an efficient route to a new class of beta-lactamase inhibitors.

Authors:  V P Sandanayaka; Y Yang
Journal:  Org Lett       Date:  2000-10-05       Impact factor: 6.005

6.  4-[5-Methyl-3-phenylisoxazol-4-yl]- benzenesulfonamide, valdecoxib: a potent and selective inhibitor of COX-2.

Authors:  J J Talley; D L Brown; J S Carter; M J Graneto; C M Koboldt; J L Masferrer; W E Perkins; R S Rogers; A F Shaffer; Y Y Zhang; B S Zweifel; K Seibert
Journal:  J Med Chem       Date:  2000-03-09       Impact factor: 7.446

7.  Isoxazole-type derivatives related to combretastatin A-4, synthesis and biological evaluation.

Authors:  Julia Kaffy; Renée Pontikis; Danièle Carrez; Alain Croisy; Claude Monneret; Jean-Claude Florent
Journal:  Bioorg Med Chem       Date:  2006-02-28       Impact factor: 3.641
  7 in total
  9 in total

Review 1.  Recent methodologies toward the synthesis of valdecoxib: a potential 3,4-diarylisoxazolyl COX-II inhibitor.

Authors:  Sureshbabu Dadiboyena; Adel Nefzi
Journal:  Eur J Med Chem       Date:  2010-08-06       Impact factor: 6.514

2.  One Pot Spiropyrazoline Synthesis via Intramolecular Cyclization/Methylation.

Authors:  Sureshbabu Dadiboyena; Ashton T Hamme
Journal:  Tetrahedron Lett       Date:  2011-05-18       Impact factor: 2.415

3.  Diversity oriented synthesis and IKK inhibition of aminobenzimidazole tethered quinazoline-2,4-diones, thioxoquinazolin-4-ones, benzodiazepine-2,3,5-triones, isoxazoles and isoxazolines.

Authors:  Sureshbabu Dadiboyena; Aïcha Arfaoui; Hassen Amri; F Javier Piedrafita; Adel Nefzi
Journal:  Bioorg Med Chem Lett       Date:  2014-12-08       Impact factor: 2.823

4.  Solid Phase Synthesis of Isoxazole and Isoxazoline-carboxamides via [2+3]-Dipolar Cycloaddition Using Resin-bound Alkynes or Alkenes.

Authors:  Sureshbabu Dadiboyena; Adel Nefzi
Journal:  Tetrahedron Lett       Date:  2012-04-18       Impact factor: 2.415

5.  Synthesis of Novel Pyrazoles via [2+3]-Dipolar Cycloaddition Using Alkyne Surrogates.

Authors:  Sureshbabu Dadiboyena; Edward J Valente; Ashton T Hamme
Journal:  Tetrahedron Lett       Date:  2010-03-03       Impact factor: 2.415

6.  Environmentally Benign Lewis Acid Promoted [2+3]-Dipolar Cycloaddition Reactions of Nitrile Imines with Alkenes in Water.

Authors:  Sureshbabu Dadiboyena; Ashton T Hamme
Journal:  European J Org Chem       Date:  2013-11

7.  Synthesis and Tautomerism of Spiro-Pyrazolines.

Authors:  Sureshbabu Dadiboyena; Edward J Valente; Ashton T Hamme
Journal:  Tetrahedron Lett       Date:  2014-04-02       Impact factor: 2.415

Review 8.  Prescribed drugs containing nitrogen heterocycles: an overview.

Authors:  Majid M Heravi; Vahideh Zadsirjan
Journal:  RSC Adv       Date:  2020-12-15       Impact factor: 4.036

9.  Conversion of oximes to carbonyl compounds by triscetylpyridinium tetrakis(oxodiperoxotungsto) phosphate (PCWP)-mediated oxidation with hydrogen peroxide.

Authors:  Francesco P Ballistreri; Ugo Chiacchio; Antonio Rescifina; Gaetano Tomaselli; Rosa M Toscano
Journal:  Molecules       Date:  2008-06-01       Impact factor: 4.411
  9 in total

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