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Paper
Org. Biomol. Chem., 2009, 7, 4708 - 4714, DOI: 10.1039/b913196e
The reaction of acyl cyanides with
Huisgen zwitterion
: an interesting rearrangement involving ester group migration between oxygen and nitrogen atomsXu-Guang Liu, Yin Wei and Min Shi
A novel rearrangement involving ester group migration was found in the reaction of acyl cyanides and Huisgen zwitterions, affording hydrazone derivatives at higher temperature (90 °C) and azine derivatives at lower temperature (20 °C), respectively. Interestingly, the reaction temperature is identified as a critical factor to control the final products. Presumably, the rearrangement involving ester group migration between oxygen and nitrogen atoms leads to the formation of different products.
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