Literature DB >> 18688325

o-Dihaloarenes as aryne precursors for nickel-catalyzed [2 + 2 + 2] cycloaddition with alkynes and nitriles.

Jen-Chieh Hsieh1, Chien-Hong Cheng.   

Abstract

o-Dihaloarenes acting as aryne precursors react with acetylenes and nitriles catalyzed by the NiBr(2)(dppe)/dppe/Zn system to give substituted naphthalene, phenanthridine or triphenylene derivatives depending on the reaction conditions in moderate to excellent yields with good tolerance of functional groups.

Entities:  

Year:  2008        PMID： 18688325     DOI： 10.1039/b801870g

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


  6 in total

1.  A serendipitous discovery: nickel catalyst for the cycloaddition of diynes with unactivated nitriles.

Authors:  Puneet Kumar; Simon Prescher; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-20       Impact factor: 15.336

2.  Nickel-Catalyzed [2+2+2] Cycloaddition of Diynes and Cyanamides.

Authors:  Ryan M Stolley; Michael T Maczka; Janis Louie
Journal:  European J Org Chem       Date:  2011-07

3.  Group 4 Diarylmetallocenes as Bespoke Aryne Precursors for Titanium-Catalyzed [2 + 2 + 2] Cycloaddition of Arynes and Alkynes.

Authors:  Benjamin R Reiner; Ian A Tonks
Journal:  Inorg Chem       Date:  2019-06-12       Impact factor: 5.165

4.  Oxidative Coupling with Zr(IV) Supported by a Noninnocent Anthracene-Based Ligand: Application to the Catalytic Cotrimerization of Alkynes and Nitriles to Pyrimidines.

Authors:  Choon Heng Low; Jeffrey N Rosenberg; Marco A Lopez; Theodor Agapie
Journal:  J Am Chem Soc       Date:  2018-09-14       Impact factor: 15.419

5.  The iron-catalyzed construction of 2-aminopyrimidines from alkynenitriles and cyanamides.

Authors:  Timothy K Lane; Minh H Nguyen; Brendan R D'Souza; Nathan A Spahn; Janis Louie
Journal:  Chem Commun (Camb)       Date:  2013-09-11       Impact factor: 6.222

6.  Skeletal Ni electrode-catalyzed C-O cleavage of diaryl ethers entails direct elimination via benzyne intermediates.

Authors:  Yuting Zhou; Grace E Klinger; Eric L Hegg; Christopher M Saffron; James E Jackson
Journal:  Nat Commun       Date:  2022-04-19       Impact factor: 17.694
  6 in total

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