Abstract
Transition-metal-catalyzed C-H alkylation reactions directed by aldehydes or ketones have been largely restricted to electronically activated alkenes. Herein, we report a general protocol for the Ir(iii)-catalyzed ortho C-H alkylations of (hetero)aromatic aldehydes using alkyl boron reagents as the coupling partner. Featuring aniline as an inexpensive catalytic ligand, the method was compatible with a wide variety of benzaldehydes, heterocyclic aldehydes, potassium alkyltrifluoroborates as well as a few α,β-unsaturated aldehydes. An X-ray crystal structure of a benzaldehyde ortho C-H iridation intermediate was also successfully obtained.
Original language | English (US) |
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Pages (from-to) | 8951-8956 |
Number of pages | 6 |
Journal | Chemical Science |
Volume | 9 |
Issue number | 48 |
DOIs | |
State | Published - 2018 |
All Science Journal Classification (ASJC) codes
- General Chemistry