Abstract
As a first non-metal-catalyzed oxidation for the in situ generation of acylnitroso species, we describe the hypoiodite catalysis using tetra-n-butylammonium iodide as precatalyst with tert-butyl hydroperoxide or hydrogen peroxide as a terminal oxidant. This method can be applied to hetero Diels–Alder (HDA) reactions with dienes and ene reactions with alkenes. Furthermore, the conversions of the representative HDA adduct to nitrone and 2-amino alcohols were demonstrated. Compared with previous metal-catalyzed oxidation methods, this work provides a more efficient and environmentally friendly procedure.
Original language | English |
---|---|
Pages (from-to) | 6199-6203 |
Number of pages | 5 |
Journal | European Journal of Organic Chemistry |
Volume | 2018 |
Issue number | 45 |
DOIs | |
Publication status | Published - 6 Dec 2018 |
Keywords
- Acylnitroso
- Catalysis
- Cycloaddition
- Ene reaction
- Iodine
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry