Literature DB >> 22329405

Synthesis of benzisoxazolines by the coupling of arynes with nitrones.

Chun Lu1, Anton V Dubrovskiy, Richard C Larock.   

Abstract

A variety of substituted benzisoxazolines have been synthesized by the [3 + 2] cycloaddition of nitrones and arynes. The reaction scope is broad, the reaction conditions are mild, and the process tolerates a variety of functional groups.

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Year:  2012        PMID： 22329405      PMCID： PMC3293248          DOI： 10.1021/jo2025064

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


  18 in total

1.  Cu(I)/bis(azaferrocene)-catalyzed enantioselective synthesis of beta-lactams via couplings of alkynes with nitrones.

Authors:  Michael M-C Lo; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2002-05-01       Impact factor: 15.419

2.  Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates.

Authors:  Jian Zhao; Richard C Larock
Journal:  J Org Chem       Date:  2007-01-19       Impact factor: 4.354

3.  Synthesis of Nitrones Using the Methyltrioxorhenium/Hydrogen Peroxide System.

Authors:  Robert W. Murray; Kaliappan Iyanar; Jianxin Chen; James T. Wearing
Journal:  J Org Chem       Date:  1996-11-15       Impact factor: 4.354

4.  Efficient synthesis of highly functionalized indazoles and 2,3-dihydro-1,2-benzisoxazoles by reaction of stable Fischer dienyl carbenes and isocyanides.

Authors:  J Barluenga; F Aznar; M A Palomero
Journal:  Chemistry       Date:  2001-12-17       Impact factor: 5.236

5.  Synthesis of fused polycyclic aromatics by palladium-catalyzed annulation of arynes using 2-halobiaryls.

Authors:  Zhijian Liu; Xiaoxia Zhang; Richard C Larock
Journal:  J Am Chem Soc       Date:  2005-11-16       Impact factor: 15.419

6.  Synthesis of benzisoxazoles by the [3 + 2] cycloaddition of in situ generated nitrile oxides and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

7.  Facile N-arylation of amines and sulfonamides and o-arylation of phenols and arenecarboxylic acids.

Authors:  Zhijian Liu; Richard C Larock
Journal:  J Org Chem       Date:  2006-04-14       Impact factor: 4.354

8.  Selective palladium-catalyzed cocyclotrimerization of arynes with dimethyl acetylenedicarboxylate: A versatile method for the synthesis of polycyclic aromatic hydrocarbons

Authors: 
Journal:  J Org Chem       Date:  2000-10-20       Impact factor: 4.354

9.  A novel α,β-unsaturated nitrone-aryne [3+2] cycloaddition and its application in the synthesis of the cortistatin core.

Authors:  Mingji Dai; Zhang Wang; Samuel J Danishefsky
Journal:  Tetrahedron Lett       Date:  2008-11-17       Impact factor: 2.415

10.  Benzyne click chemistry: synthesis of benzotriazoles from benzynes and azides.

Authors:  Feng Shi; Jesse P Waldo; Yu Chen; Richard C Larock
Journal:  Org Lett       Date:  2008-05-14       Impact factor: 6.005
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  3 in total

1.  Expanding the Strained Alkyne Toolbox: Generation and Utility of Oxygen-Containing Strained Alkynes.

Authors:  Tejas K Shah; Jose M Medina; Neil K Garg
Journal:  J Am Chem Soc       Date:  2016-03-29       Impact factor: 15.419

2.  Diastereoselective synthesis of atropisomeric pyrazolyl pyrrolo[3,4-d]isoxazolidines via pyrazolyl nitrone cycloaddition to facially divergent maleimides: intensive NMR and DFT studies.

Authors:  Awad I Said; Talaat I El-Emary
Journal:  RSC Adv       Date:  2020-01-06       Impact factor: 4.036

Review 3.  Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes.

Authors:  Daniel B Werz; Akkattu T Biju
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-12       Impact factor: 15.336
  3 in total

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