Literature DB >> 19122764

Coupling of Vinyl Aziridines and Isocyanates.

Kainan Zhang1, Pramod R Chopade, Janis Louie.   

Abstract

Thermal coupling of vinyl aziridines and phenyl isocyanate was evaluated. Although oxazolidinone products were predominant, some reactions afforded a seven-membered ring heterocycle. When Ni/IMes was employed as a catalyst, a wider array of vinyl aziridines underwent coupling reactions. The Ni catalyzed reactions generally afforded vinyl imidazolidinones as major products.

Entities:  

Year:  2008        PMID: 19122764      PMCID: PMC2515493          DOI: 10.1016/j.tetlet.2008.04.121

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  5 in total

1.  [3+2] cross-coupling reactions of aziridines with isocyanates catalyzed by nickel(II) iodide.

Authors:  Takeshi Munegumi; Isao Azumaya; Takako Kato; Hyuma Masu; Shinichi Saito
Journal:  Org Lett       Date:  2006-02-02       Impact factor: 6.005

2.  Room temperature ring-opening cyclization reactions of 2-vinylaziridines with isocyanates, carbodiimides, and isothiocyanates catalyzed by

Authors: 
Journal:  J Org Chem       Date:  2000-09-22       Impact factor: 4.354

3.  N-heterocyclic carbenes as highly efficient catalysts for the cyclotrimerization of isocyanates.

Authors:  Hung A Duong; Michael J Cross; Janis Louie
Journal:  Org Lett       Date:  2004-12-09       Impact factor: 6.005

4.  Dynamic kinetic asymmetric cycloadditions of isocyanates to vinylaziridines.

Authors:  Barry M Trost; Daniel R Fandrick
Journal:  J Am Chem Soc       Date:  2003-10-01       Impact factor: 15.419

5.  A new, mild synthesis of N-sulfonyl ketimines via the palladium-catalyzed isomerization of aziridines.

Authors:  John P Wolfe; Joshua E Ney
Journal:  Org Lett       Date:  2003-11-27       Impact factor: 6.005

  5 in total
  4 in total

1.  Nickel-catalyzed reactions of vinyl aziridines and aziridinylen-ynes.

Authors:  Gang Zuo; Kainan Zhang; Janis Louie
Journal:  Tetrahedron Lett       Date:  2008-11-24       Impact factor: 2.415

2.  Nickel-catalyzed cycloadditive couplings of enynes and isocyanates.

Authors:  Brendan R D'Souza; Janis Louie
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

3.  Synthesis of novel 5-alkyl/aryl/heteroaryl substituted diethyl 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates by aziridine ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters.

Authors:  Satish S More; T Krishna Mohan; Y Sateesh Kumar; U K Syam Kumar; Navin B Patel
Journal:  Beilstein J Org Chem       Date:  2011-06-20       Impact factor: 2.883

4.  Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propyl-imidazolidine-5-carboxylate.

Authors:  Mohamed Ali Tabarki; Youssef Ben Smida; Abderrahmen Guesmi; Rafâa Besbes
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-08-22
  4 in total

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