Abstract
This work describes a series of silver-mediated transformations of propargylamines to provide diverse patterns of products, including enones, α-thioketones, and isochromans. A variety of enone derivatives were obtained by silver-catalyzed transformation of propargylamines with 3-chloroperoxybenzoic acid (m-CPBA) in aprotic solvent. In contrast, when the reactions were carried out in protic solvent with N-Boc-L-cysteine methyl ester (Boc = tert-butoxycarbonyl) as nucleophile, α-thioketones were obtained. Moreover, the first silver-mediated cascade cyclization of alkynyl alcohol-linked propargylamines giving isochroman scaffolds was also described in this paper.
Original language | English |
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Pages (from-to) | 1476-1482 |
Number of pages | 7 |
Journal | ChemistrySelect |
Volume | 4 |
Issue number | 4 |
DOIs | |
Publication status | Published - 31 Jan 2019 |
Keywords
- Enones
- Isochromans
- Propargylamines
- Silver
- Thioketones
ASJC Scopus subject areas
- General Chemistry