| Full text | |
| Author(s): |
Meira, Andreia Joice O.
;
de Queiroz, Thiago B.
;
Omori, Alvaro T.
Total Authors: 3
|
| Document type: | Journal article |
| Source: | Journal of the Brazilian Chemical Society; v. 36, n. 1, p. 5-pg., 2025-01-01. |
| Abstract | |
Pinacolone and benzopinacolone derivatives are an important class of organic compounds due to their uses in polymer synthesis and more recently as biologically active compounds. The conventional synthesis of such molecules is generally done in two steps, the pinacol coupling followed by the pinacol/pinacolone rearrangement. Aiming to prepare benzopinacolone derivatives in a greener fashion, we present here a one-step synthesis from acetophenones in the presence of zinc and tert-butyl chloride. To develop the methodology, conditions to prepare 3,3-diphenyl-2-butanone from acetophenone were optimized. To assess the scope, different substituted acetophenones were tested, resulting in the corresponding benzopinacolones at moderate yields (20-50%) with high purity. Structural elucidations were performed by H-1 and C-13 NMR (nuclear magnetic resonance spectroscopy) and GC-MS (gas chromatography-mass spectrometry). (AU) | |
| FAPESP's process: | 21/13573-5 - Alternative methodologies in the synthesis of intubation drugs and Molnupiravir applying green and circular chemistry principles |
| Grantee: | Alvaro Takeo Omori |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 20/13466-1 - Design, synthesis and characterization of molecular systems for light harvesting and charge separation |
| Grantee: | Thiago Branquinho de Queiroz |
| Support Opportunities: | Research Grants - Young Investigators Grants |