Alternative method to Baeyer–Villiger oxidation of cyclobutenones using I₂/DMSO catalytic systems

Abstract

A novel and efficient approach utilizing I2/DMSO catalytic systems for the Baeyer–Villiger oxidative rearrangement of cyclobutenones was developed.

Synthesis of multisubstituted carbazol-4-amines from tetrahydrocarbazol-4-one oximes

“…It is reported that the interaction between halogen reagents and dimethyl sulfoxide (DMSO) could improve the halogenation and oxidative potential. 24 As expected, the DCE/DMSO combo (v : v = 1 : 1) remarkably increased the yield of 3aa to 75%, product 4aa via the imine hydrolysis pathway was totally inhibited (entry 7). The 10 : 1 ratio of DCE/DMSO (calculated 1.3 mmol DMSO in the reaction) further improved the yield of 3aa to 85% (entry 8).…”

A 60-times faster digital-discovery-compatible reaction setup with enhanced safety for chemical applications

“…Fine organic synthesis often involves intricate techniques and reagents. 1–3 Isolating essential substances and biologically active components can be challenging, especially when dealing with toxic and highly reactive reactants. 4–7 Modern researchers frequently face significant health risks in the laboratory setting.…”

Intramolecular Dehydrogenative Photocyclization of N-Phenyl-1-naphthamides

“…DMSO, as a commonly used green solvent, also serves as an oxidizing agent in many reactions . Some of the classic examples include Swern oxidation, Kornblum oxidation, and Parikh–Doering oxidation .…”