Nickel‐Catalysed <i>syn</i>‐Selective Arylnickelation and Cyclisation of Ketone/Imine‐Tethered Terminal Alkynes with Arylboronic Acids-Reference-Cited by-同舟云学术

Nickel‐Catalysed syn‐Selective Arylnickelation and Cyclisation of Ketone/Imine‐Tethered Terminal Alkynes with Arylboronic Acids

Published:2024-05-17 Issue:23 Volume:27 Page:
ISSN:1434-193X
Container-title:European Journal of Organic Chemistry
language:en
Short-container-title:Eur J Org Chem

Author:

Morgan Dáiríne M.¹²,Lam Hon Wai³⁴,Guiry Patrick J.¹²^ORCID

Affiliation:

1. Centre for Synthesis and Chemical Biology School of Chemistry University College Dublin Belfield Dublin 4 Ireland

2. Synthesis and Solid-State Pharmaceutical Centre School of Chemistry University College Dublin Belfield Dublin 4 Ireland

3. The GSK Carbon Neutral Laboratories for Sustainable Chemistry University of Nottingham, Jubilee Campus Triumph Road Nottingham NG7 2TU United Kingdom

4. School of Chemistry University of Nottingham, University Park Nottingham NG7 2RD United Kingdom

Abstract

AbstractHerein we report a syn‐arylnickelative cyclisation with ketone‐ and imine‐tethered terminal alkynes (16 examples) in yields of up to 89 %. The reaction proceeds via a syn‐aryl nickelation of a terminal alkyne followed by cyclisation of the resulting alkenylnickel species onto the ketone or imine. The enantioselective version of this transformation has also been explored with enantioselectivities of up to 83 : 17 er observed.

Publisher

Wiley

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