Synlett
DOI: 10.1055/s-0036-1588528
letter
© Georg Thieme Verlag Stuttgart · New York

Nicholas Reactions of Alkynyl- and Alkenyltrifluoroborates

Brent St. Onge, James R. Green*
  • Department of Chemistry and Biochemistry, University of Windsor, 401 Sunset Ave., Windsor, ON, N9B 3P4, Canada   Email: jgreen@uwindsor.ca
We are grateful to NSERC (Canada) Discovery Grants programme (RGPIN-2016-04946) for support of this research.
Further Information

Publication History

Received: 13 June 2017

Accepted after revision: 04 July 2017

Publication Date:
17 August 2017 (eFirst)

This paper is dedicated to Prof. Victor Snieckus, in consideration of his many years of mentorship and friendship, and for his tireless and continuing dedication to progress in synthetic aromatic chemistry

Abstract

The Lewis acid mediated Nicholas reaction of potassium alkynyltrifluoroborates and propargyl acetate-hexacarbonyldicobalt complexes affords 1,4-diyne dicobalt hexacarbonyl complexes in good yields. The analogous Nicholas reactions of potassium alkenyltrifluoro­borates give 1,3-enyne dicobalt hexacarbonyl complexes in most cases, although the initial site of reaction can vary. Potassium vinyltrifluoroborate itself affords alkynylcyclopropane complexes.

Supporting Information