Abstract
Spiropseudoindoxyls were synthesized by using a gold(III)-catalyzed intramolecular nitroalkyne redox-dipolar cycloaddition cascade. These compounds were then transformed into novel piperidinone and azepanone fused indoles via a straightforward hydrogenation. The reaction mechanism of this ring expansion is believed to proceed through a rare Wagner-Meerwein type 1,2-amide migration.
Original language | English |
---|---|
Article number | st-2016-b0779-l |
Pages (from-to) | 934-938 |
Number of pages | 5 |
Journal | Synlett |
Volume | 28 |
Issue number | 8 |
DOIs | |
Publication status | Published - 12 May 2017 |
Keywords
- 1,2-acyl shift
- dihydro-γ-carbolinone
- indoles
- spirocycles
- Wagner-Meerwein