Literature DB >> 28968133

FeCl3-Assisted Niobium-Catalyzed Cycloaddition of Nitriles and Alkynes: Synthesis of Alkyl- and Arylpyrimidines Based on Independent Functions of NbCl5 and FeCl3 Lewis Acids.

Maito Fuji1, Yasushi Obora1.   

Abstract

NbCl5-catalyzed [2 + 2 + 2] cycloaddition of nitriles with alkynes was used to synthesize pyrimidine derivatives. In this reaction, the use of individual Lewis acids, namely NbCl5 and FeCl3, is a key strategy for achieving the reaction using a catalytic amount of NbCl5. The roles of the two Lewis acids were investigated using FT-IR spectroscopy. The results showed that NbCl5 served as an efficient Lewis acid catalyst for nitrile activation, whereas FeCl3 showed stronger Lewis acidity toward pyrimidines, releasing NbCl5 into the catalytic cycle.

Entities:  

Year:  2017        PMID: 28968133     DOI: 10.1021/acs.orglett.7b02708

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


  2 in total

1.  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

Review 2.  Multicomponent syntheses of 5- and 6-membered aromatic heterocycles using group 4-8 transition metal catalysts.

Authors:  Daniel N Huh; Yukun Cheng; Connor W Frye; Dominic T Egger; Ian A Tonks
Journal:  Chem Sci       Date:  2021-06-29       Impact factor: 9.825

  2 in total

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