An Unexpected Potassium Iodide‐Promoted Nucleophilic Substitution Reaction between 2‐Acyloxy‐2H‐azirines and Carboxylic Acids

2016 
The acyloxy group of 2-acyloxy-2H-azirines has been displaced by carboxylic acids to generate the corresponding 2-acyloxy-2H-azirines by using potassium iodide as a promotor. This metal-free method can be performed with a wide scope of substrates readily generating products in moderate to high yields. It also represents an example of nucleophilic substitution between esters and carboxylic acids under metal-free reaction conditions for the first time.
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