Literature DB >> 21188972

Copper(II)chloride-mediated cyclization reaction of N-alkoxy-ortho-alkynylbenzamides.

Manita Jithunsa1, Masafumi Ueda, Okiko Miyata.   

Abstract

A regioselective intramolecular cyclization/halogenation reaction of N-alkoxy-o-alkynylbenzamides with CuCl(2)/NCS was developed. The corresponding 3-(chloromethylene)isobenzofuran-1-ones were exclusively obtained via 5-exo-dig cyclization in moderate to excellent yields within 0.5-1 h. This approach has been successfully used to synthesize a biaryl compound by the Suzuki-Miyaura reaction.

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Year:  2010        PMID: 21188972     DOI: 10.1021/ol1029035

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


  3 in total

1.  Synthesis of 3-Alkylideneisoindolin-1-ones via Sonogashira Cyclocarbonylative Reactions of 2-Ethynylbenzamides.

Authors:  Gianluigi Albano; Stefano Giuntini; Laura Antonella Aronica
Journal:  J Org Chem       Date:  2020-07-14       Impact factor: 4.354

2.  Ag2O nanoparticle-catalyzed substrate-controlled regioselectivities: direct access to 3-ylidenephthalides and isocoumarins.

Authors:  Sandeep Chaudhary; Bharti Rajesh K Shyamlal; Lalit Yadav; Mohit K Tiwari; Krishan Kumar
Journal:  RSC Adv       Date:  2018-06-26       Impact factor: 4.036

3.  Bioorthogonal release of anticancer drugs via gold-triggered 2-alkynylbenzamide cyclization.

Authors:  Kenward Vong; Tomoya Yamamoto; Tsung-Che Chang; Katsunori Tanaka
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

  3 in total

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