A new
Passerini-type reaction in which hexafluoroisopropanol functions
as the acid component is reported. The reaction tolerates a broad
range of isocyanides and aldehydes, and the formed imidates can be
reduced toward β-amino alcohols under mild and metal-free conditions.
In addition, the imidate products were shown to undergo an unprecedented
retro-Passerini-type reaction under microwave conditions, providing
valuable mechanistic information about the Passerini reaction and
its variations.
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