Abstract
A catalytic domino oxidative carbene coupling (OCC) of alpha-diazo
carbonyls has been established by treatment with N,N-dimethylanilines
and carboxylic acids (or N-methylaniline) via direct C(sp(3))-H
functionalization under convenient conditions. The reaction pathway is
proposed to proceed through the sequence of carbene formation,
enolization, and nucleophilic addition. The reaction enables
de-diazotized carbo-oxygenation and carbo-amination of alpha-diazo
carbonyls and provides practical access to alpha-(acyloxy)-beta-amino
ketones and alpha,beta-diamino ketones.
| Original language | English |
|---|---|
| Pages (from-to) | 3078-3081 |
| Journal | Organic Letters |
| State | Published - Jul 2016 |