Literature DB >> 15983651

Facile insertion reaction of arynes into carbon-carbon sigma-bonds.

Hiroto Yoshida1, Masahiko Watanabe, Joji Ohshita, Atsutaka Kunai.   

Abstract

The carbon-carbon sigma-bond of various beta-dicarbonyl compounds was found to add to the triple bond of arynes under extremely mild conditions, leading to direct introduction of different carbon functional groups into the aromatic skeletons.

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Year:  2005        PMID: 15983651     DOI: 10.1039/b505392g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  Pd-catalyzed enantioselective aerobic oxidation of secondary alcohols: applications to the total synthesis of alkaloids.

Authors:  Shyam Krishnan; Jeffrey T Bagdanoff; David C Ebner; Yeeman K Ramtohul; Uttam K Tambar; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2008-09-18       Impact factor: 15.419

2.  Insertion of arynes into N-halo bonds: a direct approach to o-haloaminoarenes.

Authors:  Charles E Hendrick; Stacey L McDonald; Qiu Wang
Journal:  Org Lett       Date:  2013-06-24       Impact factor: 6.005

3.  A convergent and enantioselective synthesis of (+)-amurensinine via selective C-H and C-C bond insertion reactions.

Authors:  Uttam K Tambar; David C Ebner; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2006-09-13       Impact factor: 15.419

4.  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

Review 5.  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

  5 in total

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