Copper-assisted Wittig-type olefination of aldehydes with p-toluenesulfonylmethyl isocyanide

Abstract

The Wittig reaction is a valuable and powerful tool in organic synthesis, providing a convenient route from aldehydes and ketones to alkenes. Herein, a novel copper-assisted Wittig-type olefination of aldehydes...

Aldehyde Olefination with Arylboroxines Enabled by Binary Rhodium Catalysis

“…Meanwhile, the olefin motif is a ubiquitous structural motif in the field of fundamental research . Carbonyl olefination is one of the most widely used methods in this area, of which the Wittig and Horner–Wadsworth–Emmons (HWE) reactions are typical examples (Scheme Ba) . In modern organic chemistry, olefins could be produced from carbonyl compounds via N -tosylhydrazones through palladium-catalyzed carbene-coupling reactions (Scheme Bb) .…”

Synform Issue 2022/12

“…Currently, research in our group focuses on addressing these challenges by leveraging the power of photocatalysis, 1 electrosynthesis 2,3 and transitionmetal ca talysis. [4][5][6][7] Especially, the former redoxmodulating techniques provide the ability to selectively target functional groups in a molecule based on their different redox potentials. The use of lowenergy visible light or electricity to mediate redox catal ysis provides a platform for exploiting nontraditional bond con structions.…”

Cu(II)-Mediated Sulfonylation of (Hetero)arenes with TosMIC Using Monodentate Directing Groups

“…16b Meanwhile, Wittigtype olefination of aldehydes, oxidative Ugi-type reactions, and sulfination of alcohols in the presence of TosMIC were reported to access vinylsulfones, a-amino imides, and sulfinate esters. 17 In several multicomponent transformations, TosMIC could act as C1, 18 N1, 19a and C1N1 19b building block. Notably, TosMIC was successfully utilized as sulfonyl source in various transformations.…”