Literature DB >> 33830616

Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines.

Arne Heusler1, Julian Fliege1, Tobias Wagener1, Frank Glorius1.   

Abstract

Dearomatization is an effective method to transform readily available N-heterocycles into partially saturated motifs. Manipulation of dihydro-derivatives holds great potential and provides access to a variety of semi-saturated N-heterocyclic building blocks. However, current strategies are limited in scope and the use of sensitive reagents restricts the applicability in synthetic laboratories. Herein, we report the synthesis of a broad variety of N-substituted 1,4- and 1,2-dihydropyridines by very mild and selective reduction with amine borane for the first time.
© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.

Entities:  

Keywords:  boranes; chemoselectivity; nitrogen heterocycles; reduction; synthetic methods

Year:  2021        PMID: 33830616     DOI: 10.1002/anie.202104115

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  2 in total

1.  Synthesis and application of novel urea-benzoic acid functionalized magnetic nanoparticles for the synthesis of 2,3-disubstituted thiazolidin-4-ones and hexahydroquinolines.

Authors:  Fazlulhaq Fazl; Morteza Torabi; Meysam Yarie; Mohammad Ali Zolfigol
Journal:  RSC Adv       Date:  2022-06-01       Impact factor: 4.036

2.  Evolution of the Dearomative Functionalization of Activated Quinolines and Isoquinolines: Expansion of the Electrophile Scope.

Authors:  Marvin Kischkewitz; Bruno Marinic; Nicolas Kratena; Yonglin Lai; Hamish B Hepburn; Mark Dow; Kirsten E Christensen; Timothy J Donohoe
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-13       Impact factor: 16.823

  2 in total

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