Literature DB >> 19739689

Nickel-catalyzed cycloadditive couplings of enynes and isocyanates.

Brendan R D'Souza1, Janis Louie.   

Abstract

A mild and general route for preparing dienamides is described. n class="Chemical">Nickel imidazolylidene complexes were used to mediate cycloadditive coupling between enynes and isocyanates. Dienamides were prepared in excellent yields and with good E:Z selectivity. These dienamides can be further manipulated through oxidative cyclization methods. When a terminal enyne is employed, cyclization affords a lactam rather than a dienamide.

Entities:  

Mesh:

Substances:

Year:  2009        PMID: 19739689      PMCID: PMC2792207          DOI: 10.1021/ol901703t

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


  16 in total

1.  Recent advances in the transition-metal-catalyzed regioselective approaches to polysubstituted benzene derivatives.

Authors:  S Saito; Y Yamamoto
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

2.  Nickel-catalyzed cycloaddition of unsaturated hydrocarbons and carbonyl compounds.

Authors:  Thomas N Tekavec; Thomas N Tekevac; Janis Louie
Journal:  Org Lett       Date:  2005-09-01       Impact factor: 6.005

3.  Preparation and electrophilic cyclization of multisubstituted dienamides leading to cyclic iminoethers.

Authors:  Congyang Wang; Jiang Lu; Guoliang Mao; Zhenfeng Xi
Journal:  J Org Chem       Date:  2005-06-24       Impact factor: 4.354

4.  A nickel-catalyzed route to pyridines.

Authors:  Michael M McCormick; Hung A Duong; Gang Zuo; Janis Louie
Journal:  J Am Chem Soc       Date:  2005-04-13       Impact factor: 15.419

5.  An in situ approach for nickel-catalyzed cycloaddition.

Authors:  Thomas N Tekavec; Gang Zuo; Kristina Simon; Janis Louie
Journal:  J Org Chem       Date:  2006-07-21       Impact factor: 4.354

6.  Selectivity in nickel-catalyzed rearrangements of cyclopropylen-ynes.

Authors:  Gang Zuo; Janis Louie
Journal:  J Am Chem Soc       Date:  2005-04-27       Impact factor: 15.419

7.  Rhodium-catalyzed [2 + 2 + 2] cycloaddition of alkenyl isocyanates and alkynes.

Authors:  Robert T Yu; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2006-03-08       Impact factor: 15.419

8.  Enantioselective rhodium-catalyzed [2+2+2] cycloaddition of alkenyl isocyanates and terminal alkynes: application to the total synthesis of (+)-lasubine II.

Authors:  Robert T Yu; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2006-09-27       Impact factor: 15.419

9.  Nickel-catalyzed synthesis of acrylamides from alpha-olefins and isocyanates.

Authors:  Kristin D Schleicher; Timothy F Jamison
Journal:  Org Lett       Date:  2007-02-02       Impact factor: 6.005

10.  Coupling of Vinyl Aziridines and Isocyanates.

Authors:  Kainan Zhang; Pramod R Chopade; Janis Louie
Journal:  Tetrahedron Lett       Date:  2008       Impact factor: 2.415

View more
  1 in total

1.  Nickel-catalyzed cycloaddition of 1,3-dienes with 3-azetidinones and 3-oxetanones.

Authors:  Ashish Thakur; Megan E Facer; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-23       Impact factor: 15.336

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.