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Synthesis and cycloaddition reactions of strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls

Synthesis and cycloaddition reactions of strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls
Synthesis and cycloaddition reactions of strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls
A series of strained alkynes, based on the 2,2′-dihydroxy-1,1′-biaryl structure, were prepared in a short sequence from readily-available starting materials. These compounds can be readily converted into further derivatives including examples containing fluorescent groups with potential for use as labelling reagents. The alkynes are able to react in cycloadditions with a range of azides without the requirement for a copper catalyst, in clean reactions with no observable side reactions.
1477-0520
8965-8975
Mistry, Anish
ca551793-93ce-425c-992f-242a1b97c60e
Knighton, Richard C.
5a63128e-0ebd-466a-b327-3aee6e85a76d
Forshaw, Sam
60fa8c3a-f84d-480b-9516-19135cb4f250
Dualeh, Zakaria
4d231f62-b446-47ad-bfa7-55690c53dfc3
Parker, Jeremy S.
4cf85d74-85ce-4d84-af12-13aaeab8cc0f
Wills, Martin
4529569b-d977-463d-a99f-fccec46e21a0
Mistry, Anish
ca551793-93ce-425c-992f-242a1b97c60e
Knighton, Richard C.
5a63128e-0ebd-466a-b327-3aee6e85a76d
Forshaw, Sam
60fa8c3a-f84d-480b-9516-19135cb4f250
Dualeh, Zakaria
4d231f62-b446-47ad-bfa7-55690c53dfc3
Parker, Jeremy S.
4cf85d74-85ce-4d84-af12-13aaeab8cc0f
Wills, Martin
4529569b-d977-463d-a99f-fccec46e21a0

Mistry, Anish, Knighton, Richard C., Forshaw, Sam, Dualeh, Zakaria, Parker, Jeremy S. and Wills, Martin (2018) Synthesis and cycloaddition reactions of strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls. Organic and Biomolecular Chemistry, 16 (46), 8965-8975. (doi:10.1039/c8ob01768a).

Record type: Article

Abstract

A series of strained alkynes, based on the 2,2′-dihydroxy-1,1′-biaryl structure, were prepared in a short sequence from readily-available starting materials. These compounds can be readily converted into further derivatives including examples containing fluorescent groups with potential for use as labelling reagents. The alkynes are able to react in cycloadditions with a range of azides without the requirement for a copper catalyst, in clean reactions with no observable side reactions.

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Accepted/In Press date: 5 October 2018
Published date: 12 November 2018

Identifiers

Local EPrints ID: 482101
URI: http://eprints.soton.ac.uk/id/eprint/482101
ISSN: 1477-0520
PURE UUID: 4006bce1-db0a-4b03-8c30-473fff4bfddd
ORCID for Richard C. Knighton: ORCID iD orcid.org/0000-0002-0336-3718

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Date deposited: 19 Sep 2023 16:38
Last modified: 18 Mar 2024 04:15

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Contributors

Author: Anish Mistry
Author: Richard C. Knighton ORCID iD
Author: Sam Forshaw
Author: Zakaria Dualeh
Author: Jeremy S. Parker
Author: Martin Wills

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