An unprecedented copper(II) trifluoromethanesulfonate-catalyzed [4+ +2] cascade annulation of propargylic alcohols with benzo[d]isoxazoles proceeds throughasequential ring opening/Meyer-Schuster rearrangement/intermolecular cyclization. This protocol, which toleratesabroad variety of functional groups,o ffersaversatile, modular and atom-economicala ccess to an ew class of fascinating quinolined erivatives in good yields under mild conditions.T he transformation could be scaledu p to ag ram scale efficiently,t hus highlighting the synthetic utility of this methodology.
A novel copper-catalyzed cascade radical sulfonylation of N-propargyl-substituted indoles with concomitant 1,2-aryl migration was described. The protocol, which has good functional-group tolerance, provides practical, versatile and atomeconomical method of accessing a new class of fascinating 2-sulfonated pyrrolo[1,2-a]indole derivatives in moderate to good yields through the formation of the new CÀS, CÀC and C=O bonds in a one-step.
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An operationally simple radical difluoroalkylation/trifluoromethylation and alkynylation of unactivated alkenes under mild conditions has been developed. Through this protocol, a series of CF2/CF3‐ substituted linear alkynyl ketones were synthesized via a unique 1,2‐alkynyl radical migration. Notably, no transition‐ metal catalyst is needed in the developed reaction system, and excellent functional group compatibility was observed.magnified image
An efficient palladium‐catalyzed cyclization and polyfluorophenylation of γ,δ‐unsaturated polyfluorobenzoyl oxime ester via iminopalladation/polyfluorobenzoyloxy decarboxylation cascade reaction is developed. The protocol provides a practical and atom‐economical access to a broad scope of various polyfluorophenylated dihydropyrrole derivatives. The reaction effectively utilizes the polyfluorobenzoyloxy leaving group as polyfluorophenylated source for the first time, precluding the need of additional polyfluoroarene. This is the first example of the introduction of electron‐deficient arenes in the further transformation of Narasaka‐Heck‐type reaction. Additionally, the reaction is conducted in a short time.
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