Carboxylations of (Hetero)Aromatic C–H Bonds Using an Alkyl Silyl Carbonate Reagent
In this paper, we report that the use of an alkyl silyl carbonate reagent combined with CsF and 18-crown-6 facilitates efficient direct carboxylations of (hetero)aromatic C-H bonds. This system also enables benzylic carboxylation of a toluene derivative and double carboxylation of methyl heteroarene. The carbonate reagent is characterized by its ease of handling and storage. Moreover, we demonstrate the application of this system in <sup>13</sup>C-labeling experiments.
Authors
- Masanori Shigeno (ORCID: https://orcid.org/0000-0002-9640-8283)
- Ozora Sasamoto (ORCID: https://orcid.org/0000-0001-5287-9940)
- Kanta Shimotai
Institutions
- Tohoku University (JP)
- Japan Science and Technology Agency (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-20
- DOI
- https://doi.org/10.1021/acs.orglett.4c04388
- Citations
- 5
- Primary Topic
- Carbon dioxide utilization in catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.89
Funders
- Takeda Science Foundation
- Japan Agency for Medical Research and Development
- New Energy and Industrial Technology Development Organization
- Japan Society for the Promotion of Science
- Precursory Research for Embryonic Science and Technology