Abstract
C(sp3)-H bond functionalization is a powerful strategy for the synthesis of organic compounds due their abundance in simple starting materials. Photoredox catalysis has led to a diverse array of enabling C(sp3)-H activation strategies; however, a general platform for the direct functionalization of C(sp3)-H to carboxylic acid derivatives remains elusive. Disclosed herein is the development of a cooperative NHC/photoredox-catalyzed C(sp3)-H esterification transformation. This method enables access to benzylic, α-heteroatom, and formal β-esterification products in moderate to high yields under mild reaction conditions.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1287-1293 |
| Number of pages | 7 |
| Journal | ACS Catalysis |
| Volume | 15 |
| Issue number | 2 |
| DOIs | |
| State | Published - Jan 17 2025 |
Funding
The authors thank Northwestern University and the National Institute of General Medical Sciences (R35 GM136440) for support of this work. We thank Charlotte Stern (NU) for assistance with X-ray crystallography. We thank Aaron H. Shoemaker (NU) for assistance with cyclic voltammetry. We thank Saman Shafaie (NU) and Yunchan Nam (NU) for assistance with HRMS.
Keywords
- C-H functionalization
- NHC catalysis
- carboxylation
- photocatalysis
- radicals
ASJC Scopus subject areas
- Catalysis
- General Chemistry