Programmable Strategies for the Conversion of Aldehydes to Unsymmetrical (Deuterated) Diarylmethanes and Diarylketones
Herein, we present a versatile method for synthesizing unsymmetrical diarylmethanes and diarylketones from aldehydes and arenes. This involves: (1) regioselective Ar-H alkylation to form benzhydrylphosphonium salts via a one-pot, four-component reaction with simple reagents and (2) chemoselective reductions or oxidations of the benzylic C-P bond. Notably, reductions with D<sub>2</sub>O yield fully deuterated diarylmethanes. This high-yielding, straightforward approach offers valuable building blocks and enables novel transformations for academic and pharmaceutical research.
Authors
- Ahmad Masarwa (ORCID: https://orcid.org/0000-0001-6992-5595)
- Nadim Eghbarieh (ORCID: https://orcid.org/0000-0002-8506-709X)
- Israa Shioukhi
- Nicole Hanania (ORCID: https://orcid.org/0000-0001-6971-9361)
- Vipin R. Gavit (ORCID: https://orcid.org/0000-0002-0855-2892)
Institutions
- Hebrew University of Jerusalem (IL)
- Center for NanoScience (DE)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c00748
- Citations
- 2
- Primary Topic
- Chemical Reactions and Isotopes
- Type
- article
- Field-Weighted Citation Impact
- 1.58
Funders
- Israel Science Foundation
- Council for Higher Education