111504-19-9Relevant articles and documents
Rapid and Direct Photocatalytic C(sp3)?H Acylation and Arylation in Flow
Bovy, Lo?c,Broersma, Rémy,Mazzarella, Daniele,No?l, Timothy,Pulcinella, Antonio
supporting information, p. 21277 - 21282 (2021/08/23)
Herein, we report a photocatalytic procedure that enables the acylation/arylation of unfunctionalized alkyl derivatives in flow. The method exploits the ability of the decatungstate anion to act as a hydrogen atom abstractor and produce nucleophilic carbon-centered radicals that are intercepted by a nickel catalyst to ultimately forge C(sp3)?C(sp2) bonds. Owing to the intensified conditions in flow, the reaction time can be reduced from 12–48 hours to only 5–15 minutes. Finally, kinetic measurements highlight how the intensified conditions do not change the reaction mechanism but reliably speed up the overall process.
Palladium-catalyzed acylative cross-coupling of amides with diarylborinic acids and sodium tetraarylborates
Li, Xijing,Zou, Gang
, p. 136 - 145 (2015/07/27)
Abstract A general and efficient acylative Suzuki coupling of active amides with diarylborinic acids has been achieved by using 1 mol% Pd(PCy3)2Cl2/0.6 mol% PCy3 as catalyst system taking advantage of modifiable reactivities of acyl-nitrogen bonds of amides. Both electronic and steric influences from either aryl or acyl counterparts on the coupling proved to be negligible or small. A variety of aryl ketones including sterically hindered ones could be synthesized by the coupling of diarylborinic acids in good to excellent yields. Sodium tetraarylborates could also be used as high atom-economy aryl source in the palladium-catalyzed cross-coupling with active amides.
