| Full text | |
| Author(s): |
Rosa, Gabriel H. S.
;
Santos, Thiago I. S.
;
Brocksom, Timothy J.
;
de Oliveira, Kleber T.
Total Authors: 4
|
| Document type: | Journal article |
| Source: | REACTION CHEMISTRY & ENGINEERING; v. N/A, p. 8-pg., 2022-12-05. |
| Abstract | |
In this study, the continuous photooxygenation reactions of (+) and (-)-alpha-pinenes are described. The corresponding hydroperoxides were continuously processed under mild conditions using Ac2O and a base to yield (-) or (+) pinocarvones in up to 79-83% yield and a 12-13 g-scale. Alternatively, the hydroperoxides were reduced with Ph3P giving pinocarveols in up to 61% yield and a 10.8 g-scale. Our protocols proved to be efficient, easily scaled up and safe while processing unstable hydroperoxides in the g-scale (24 h experiments). Additionally, we describe a variable we named efficiency (E) which was useful to rationalize the best reaction conditions for the best yield, also including the productivity and non-processed starting materials. (AU) | |
| FAPESP's process: | 20/06874-6 - Applications of technologies and synthetic methodologies developed under continuous flow conditions at LQBO-UFSCar for the preparation of molecules with biological activities and APIs |
| Grantee: | Kleber Thiago de Oliveira |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 19/27176-8 - Asymmetric photocatalysis applied to the synthesis of Brivaracetam: synthetic approaches employing enabling technologies for chemical synthesis |
| Grantee: | Kleber Thiago de Oliveira |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 13/07276-1 - CEPOF - Optics and Photonic Research Center |
| Grantee: | Vanderlei Salvador Bagnato |
| Support Opportunities: | Research Grants - Research, Innovation and Dissemination Centers - RIDC |
| FAPESP's process: | 20/04114-4 - Studies on photooxygenation reactions and chemical transformations in (+)-(alfa)-pinene to (-)-pinocarvone and (-)-aritasone under continuous flow conditions |
| Grantee: | Gabriel Hiroshi Seki Rosa |
| Support Opportunities: | Scholarships in Brazil - Scientific Initiation |