Literature DB >> 28452217

Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization: Access to 6-Halonicotinates.

Alexey V Galenko1, Firuza M Shakirova1, Ekaterina E Galenko1, Mikhail S Novikov1, Alexander F Khlebnikov1.   

Abstract

An efficient synthesis of methyl nicotinates/6-halonicotinates by the domino isomerization of 4-propargyl/(3-halopropargyl)-5-methoxyisoxazoles under Fe(II)/Au(I) relay catalysis was developed. It was found that FeNTf2 is an effective catalyst for first step of the domino isomerization, transformation of isoxazole to 2H-azirine, which is compatible with Ph3PAuNTf2, catalyzing the second step.

Entities:  

Year:  2017        PMID： 28452217     DOI： 10.1021/acs.joc.7b00736

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity.

Authors:  Pavel A Sakharov; Alexander N Koronatov; Alexander F Khlebnikov; Mikhail S Novikov; Artem G Glukharev; Elizaveta V Rogacheva; Liudmila A Kraeva; Vladimir V Sharoyko; Tatiana B Tennikova; Nikolai V Rostovskii
Journal:  RSC Adv       Date:  2019-11-21       Impact factor: 4.036

2.  Isomerization of 5-(2H-Azirin-2-yl)oxazoles: An Atom-Economic Approach to 4H-Pyrrolo[2,3-d]oxazoles.

Authors:  Timur O Zanakhov; Ekaterina E Galenko; Mariya A Kryukova; Mikhail S Novikov; Alexander A Khlebnikov
Journal:  Molecules       Date:  2021-03-26       Impact factor: 4.411

Review 3.  Triflamides and Triflimides: Synthesis and Applications.

Authors:  Mikhail Y Moskalik; Vera V Astakhova
Journal:  Molecules       Date:  2022-08-15       Impact factor: 4.927
  3 in total

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