Literature DB >> 29300400

Mild, calcium catalysed Beckmann rearrangements.

H J Kiely-Collins1, I Sechi, P E Brennan, M G McLaughlin.   

Abstract

A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described.

Entities:  

Year:  2018        PMID: 29300400     DOI: 10.1039/c7cc09491d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Recent Advances in the Development of Catalytic Methods that Construct Medium-ring Lactams, Partially Saturated Benzazepines and their Derivatives.

Authors:  Wrickban Mazumdar; Tom G Driver
Journal:  Synthesis (Stuttg)       Date:  2021       Impact factor: 3.157

2.  Visible Light-Promoted Beckmann Rearrangements: Separating Sequential Photochemical and Thermal Phenomena in a Continuous Flow Reactor.

Authors:  Yuesu Chen; David Cantillo; C Oliver Kappe
Journal:  European J Org Chem       Date:  2019-03-08

3.  Sustainable Access to 5-Amino-Oxazoles and Thiazoles via Calcium-Catalyzed Elimination-Cyclization with Isocyanides.

Authors:  Ashley J Basson; Mark G McLaughlin
Journal:  ChemSusChem       Date:  2021-03-03       Impact factor: 8.928

4.  Protonation of γ-Butyrolactone and γ-Butyrolactam.

Authors:  Stefanie Beck; Michael Feller; Laura Spies; Kai J Dietrich; Christoph Jessen; Karin Stierstorfer; Andreas J Kornath
Journal:  ChemistryOpen       Date:  2020-12-17       Impact factor: 2.630

  4 in total

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