Literature DB >> 23090419

Synthesis of trans-1,3-diaryl-2-(5-methylisoxazol-3-yl)-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines via bismuth(III)-catalyzed one-pot pseudo-four component reaction.

Mehdi Shafiee1, Ahmad Reza Khosropour, Iraj Mohammadpoor-Baltork, Majid Moghadam, Shahram Tangestaninejad, Valiollah Mirkhani, Hamid Reza Khavasi.   

Abstract

An expeditious, straightforward and efficient synthesis of diversely naphtho[1,2-e][1,3]oxazines via one-pot condensation reaction of β- naphthol, 3-amino-5-methylisoxazole and arylaldehydes catalyzed by bismuth(III) trifluoromethanesulfonate is described. The reaction preferentially afforded 1,3-trans oxazines.

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Year:  2012        PMID: 23090419     DOI: 10.1007/s11030-012-9408-8

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  9 in total

1.  An eco-friendly synthesis and antimicrobial activities of dihydro-2H-benzo- and naphtho-1,3-oxazine derivatives.

Authors:  Bijoy P Mathew; Awanit Kumar; Satyasheel Sharma; P K Shukla; Mahendra Nath
Journal:  Eur J Med Chem       Date:  2010-01-13       Impact factor: 6.514

2.  Multicomponent reactions and ionic liquids: a perfect synergy for eco-compatible heterocyclic synthesis.

Authors:  Nicolas Isambert; Maria del Mar Sanchez Duque; Jean-Christophe Plaquevent; Yves Génisson; Jean Rodriguez; Thierry Constantieux
Journal:  Chem Soc Rev       Date:  2010-10-20       Impact factor: 54.564

3.  A fast and stable photochromic switch based on the opening and closing of an oxazine ring.

Authors:  Massimiliano Tomasulo; Salvatore Sortino; Françisco M Raymo
Journal:  Org Lett       Date:  2005-03-17       Impact factor: 6.005

4.  Efficient synthesis of naphtho[1,2-e][1,3]oxazine derivatives via a chemoselective reaction with the aid of low-valent titanium reagent.

Authors:  Daqing Shi; Shaofeng Rong; Guolan Dou; Manman Wang
Journal:  J Comb Chem       Date:  2010 Jan-Feb

Review 5.  Multicomponent reaction design in the quest for molecular complexity and diversity.

Authors:  Eelco Ruijter; Rachel Scheffelaar; Romano V A Orru
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-27       Impact factor: 15.336

6.  Photochromic and photophysical properties of new benzo- and naphtho[1,3]oxazine switches.

Authors:  Yaroslav Prostota; Paulo Jorge Coelho; João Pina; João Seixas de Melo
Journal:  Photochem Photobiol Sci       Date:  2011-06-27       Impact factor: 3.982

7.  Novel application of α-azido aldehydes in multicomponent reactions: synthesis of triazolo-fused dihydrooxazinones via a Passerini reaction-dipolar cycloaddition strategy.

Authors:  Fabio De Moliner; Stefano Crosignani; Andrea Galatini; Renata Riva; Andrea Basso
Journal:  ACS Comb Sci       Date:  2011-06-27       Impact factor: 3.784

8.  Dysmyelinated axons in shiverer mice are highly vulnerable to alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA) receptor-mediated toxicity.

Authors:  David Pitt; Ernesto Gonzales; Anne H Cross; Mark P Goldberg
Journal:  Brain Res       Date:  2009-11-04       Impact factor: 3.252

9.  Multicomponent reactions.

Authors:  Thomas J J Müller
Journal:  Beilstein J Org Chem       Date:  2011-07-13       Impact factor: 2.883

  9 in total

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