Diverse continuous photooxygenation reactions of (+) and (−)-α-pinenes to the corresponding pinocarvones or trans-pinocarveols

Abstract

In this study, the continuous photooxygenation reactions of (+) and (-)-α-pinenes are described. The corresponding hydroperoxides were continuously processed under mild conditions using Ac2O and base to yield (-) or...

Continuous flow reactions in the preparation of active pharmaceutical ingredients and fine chemicals

“…Addressing this challenge, our group devised a continuous flow protocol for the photooxygenation of (+) and (−)-α-pinene ( 28 and 29 ). 66 This approach gave efficient production of the respective pinocarvones ( 30 and 31 ) (Scheme 9) and pinocarveols ( 32 and 33 ) (Scheme 10).…”

Essential Oils: Chemistry and Pharmacological Activities—Part II

“…para -Cymene can be envisaged as a green solvent which can substitute the petrochemically derived solvents benzene, toluene, and the xylenes ( Figure 3 ). The photo-oxidation of α -pinene to pinocarvone can be executed under continuous flow conditions [ 11 , 12 ].…”

A field guide to flow chemistry for synthetic organic chemists

“…In order to perform gas-based transformations and achieve decent results, dedicated high-pressure gas reactors with multiple detectors are required. This is why the direct use of molecular oxygen 79,80 as a simple, green oxidant is discouraged in conventional batch systems. However, Noël et al developed a simple, selective, and safe decatungstate-photocatalytic aerobic oxidation of C(sp 3 )-H bonds under flow conditions (Figure 14).…”