Yes / 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.
| Identifer | oai:union.ndltd.org:BRADFORD/oai:bradscholars.brad.ac.uk:10454/19527 |
| Date | 13 July 2023 |
| Creators | Long, R., Huang, S., Wu, Han-Kui, Iqbal, Naila, Wu, Na |
| Source Sets | Bradford Scholars |
| Language | English |
| Detected Language | English |
| Type | Article, Accepted manuscript |
| 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., Unspecified |
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