Metal-Free Oxyacetoxylation of Arylynamines and Ynamides to Construct α-Acetoxyl Amides

Thumbnail
View/Open
long_et_al_2023.pdf (553.4Kb)
Download
Publication date
2023
End of Embargo
2023-06-28
Author
Long, R.
Huang, S.
Wu, Han-Kui
Iqbal, Naila
Wu, Na
Keyword
Ynamides
Arylynamines
Oxyacetoxylation
Rights
© 2023 Wiley. This is the peer-reviewed version of the following article: Long R, Huang S, Wu H-K et al (2023) Metal-Free Oxyacetoxylation of Arylynamines and Ynamides to Construct α-Acetoxyl Amides. European Journal of Organic Chemistry. vol 26(32): e202300393 which has been published in final form at https://doi.org/10.1002/ejoc.202300393. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Peer-Reviewed
Yes
Open Access status
embargoedAccess

Metadata
Show full item record
Abstract
Ynamides/arylynamines are challenging substrates for oxyacetoxylation, especially due to various reactive sites of N-heteroaryl ring. Herein we report a metal-free PhI(OAc)2-mediated oxyacetoxylation of arylynamines / ynamides to provide α-acetoxyl amides in good to excellent yields. The transformation completes in a short time to afford solely the product without functionalising N-heteroaryl moiety, in a highly regio- and chemo-selective manner through β-iodo keteneiminium intermediate.
URI
http://hdl.handle.net/10454/19527
Version
Accepted manuscript
Citation
Long R, Huang S, Wu H-K et al (2023) Metal-Free Oxyacetoxylation of Arylynamines and Ynamides to Construct α-Acetoxyl Amides. European Journal of Organic Chemistry. 26(32): e202300393.
Link to publisher’s version
https://doi.org/10.1002/ejoc.202300393
Type
Article
Notes
The full-text of this article will be released for public view at the end of the publisher embargo on 28 Jun 2024.
Collections