Literature DB >> 12583726

Facile construction and divergent transformation of polycyclic isoxazoles: direct access to polyketide architectures.

Jeffrey W Bode1, Yoshifumi Hachisu, Tomoo Matsuura, Keisuke Suzuki.   

Abstract

[reaction: see text] Base-promoted cyclocondensation of C-chloro oximes with cyclic 1,3-diketones affords functionalized isoxazoles in good yield and under convenient reaction conditions. This process enables the synthesis of highly substituted products with notable functional group tolerance. The products obtained are directly converted to a variety of polyketide-derived polycyclic structures including xanthenes, anthracenes, and benzophenones.

Entities:  

Year:  2003        PMID: 12583726     DOI: 10.1021/ol027283f

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


  7 in total

1.  Three-component coupling approach to trachyspic acid.

Authors:  Daniel C Schmitt; Leighann Lam; Jeffrey S Johnson
Journal:  Org Lett       Date:  2011-08-31       Impact factor: 6.005

2.  Catalytic Enantioselective [3 + 2] Cycloaddition of α-Keto Ester Enolates and Nitrile Oxides.

Authors:  Samuel L Bartlett; Yoshihiro Sohtome; Daisuke Hashizume; Peter S White; Miki Sawamura; Jeffrey S Johnson; Mikiko Sodeoka
Journal:  J Am Chem Soc       Date:  2017-06-15       Impact factor: 15.419

3.  Isoxazolodihydropyridinones: 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines.

Authors:  Keith C Coffman; Timothy P Hartley; Jerry L Dallas; Mark J Kurth
Journal:  ACS Comb Sci       Date:  2012-03-16       Impact factor: 3.784

4.  Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings.

Authors:  Yousef R Mirzaei; Matthew J Weaver; Scott A Steiger; Alison K Kearns; Mariusz P Gajewski; Kevin C Rider; Howard D Beall; N R Natale
Journal:  Tetrahedron       Date:  2012-09-25       Impact factor: 2.457

5.  Heterocycle-to-Heterocycle Route to Quinoline-4-amines: Reductive Heterocyclization of 3-(2-Nitrophenyl)isoxazoles.

Authors:  Keith C Coffman; Vy Duong; Alex L Bagdasarian; James C Fettinger; Makhlouf J Haddadin; Mark J Kurth
Journal:  European J Org Chem       Date:  2014-12

6.  Synthesis of thiazolo- and 7,8-dihydrothiazolo[4,5-e]benzoisoxazoles.

Authors:  M H El-Badri; Mark J Kurth
Journal:  J Comb Chem       Date:  2009-03-09

7.  Electrochemical Synthesis of Isoxazolines: Method and Mechanism.

Authors:  Samuel D L Holman; Alfie G Wills; Neal J Fazakerley; Darren L Poole; Diane M Coe; Leonard A Berlouis; Marc Reid
Journal:  Chemistry       Date:  2022-02-10       Impact factor: 5.020

  7 in total

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