Abstract
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.
Original language | English |
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Pages (from-to) | 3988-3991 |
Number of pages | 4 |
Journal | Organic letters |
Volume | 20 |
Issue number | 13 |
DOIs | |
Publication status | Published - 6 Jul 2018 |
Funding
The Netherlands Organization of Scientific Research (NWO) is acknowledged for financial support. We thank Elwin Janssen for technical assistance and NMR maintenance and Jurrien Collet for HRMS measurements (both Vrije Universiteit Amsterdam).
Funders | Funder number |
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Nederlandse Organisatie voor Wetenschappelijk Onderzoek |