Abstract:Ynamides/arylynamines are challenging substrates for oxyacetoxylation, especially due to various reactive sites of the 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 in a highly regio‐ and chemo‐selective manner through β‐iodo keteneiminium intermediate, without functionalising the N‐heteroaryl moiety.
Brønsted acid-catalyzed addition of pyridine-N-oxides to ynamides forms N-enoxypyridinium ions that are functionally equivalent to α-carbonyl cations. The mild oxidation conditions in this protocol are compatible with a range of...
Brønsted acid-catalyzed addition of pyridine-N-oxides to ynamides forms N-enoxypyridinium ions that are functionally equivalent to α-carbonyl cations. The mild oxidation conditions in this protocol are compatible with a range of...
Herein, we describe a novel metal-free Brønsted acid-catalyzed Ficini [2 + 2] cycloaddition of ynamides with enones under mild reaction conditions, leading to the formation of various cyclobutenamides in generally...
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