Research output: Contribution to journal › Article › peer-review
The gold-catalyzed reaction between benzofuroxans, functioning as nitrene transfer reagents, and N-allylynamides leads to 3-azabicyclo[3.1.0]hexan-2-imines. This highly selective annulation proceeds smoothly under mild conditions (5 mol % Ph3PAuNTf2, PhCl, 60 °C) and exhibits high functional group tolerance (21 examples, ≤96% yields). The obtained cyclopropanated products represent a useful synthetic platform with an easily modulated substitution pattern as illustrated by their postmodifications. Intramolecular cyclopropanation of gold α-imino carbene intermediates is suggested as a key step of the catalytic cycle.
| Original language | English |
|---|---|
| Pages (from-to) | 12964-12972 |
| Number of pages | 9 |
| Journal | Journal of Organic Chemistry |
| Volume | 86 |
| Issue number | 18 |
| DOIs | |
| State | Published - 17 Sep 2021 |
ID: 87337614