A novel dehydrogenative coupling
reaction of N-fluorocarboxamides with polyfluoroarenes
forming C(sp2)–C(sp3) bonds enabled by
copper catalysis has
been accomplished. N-Fluorocarboxamides are postulated
to undergo copper-mediated dehydrogenative cross-coupling reaction
with electron-deficient polyfluoroarenes via a radical pathway. Benzylic
C–H bonds and aliphatic C–H bonds in N-fluorocarboxamides could proceed smoothly and demonstrated excellent
regioselectivity. The detailed mechanism presented is supported by
control experiments and density functional theory calculations.
The palladium-catalyzed cycloisomerization of acyclic bisdienes to
cyclized enedienes defines a novel
strategy for the stereoselective cyclization of certain unsymmetric
bisdiene substrates to form functionalized five-
and six-membered rings. The full details of our investigation into
this novel cycloisomerization, including our
observations on substrate requirements, stereoselectivity, the
influence of the catalyst precursor, and some mechanistic
insights drawn from deuterium labeling studies, are
discussed.
Construction of C(sp2)−C(sp3) bonds via regioselective coupling of C(sp2)−H/C(sp3)−H bonds is challenging due to the low reactivity and regioselectivity of C−H bonds. Here, a novel photoinduced Ru/photocatalyst-cocatalyzed regioselective cross-dehydrogenative coupling...
Herein,
we describe the copper-catalyzed arylalkylation of activated
alkenes via hydrogen-atom transfer and aryl migration strategy. The
reaction was carried out through a radical-mediated continuous migration
pathway using N-fluorosulfonamides as the alkyl source.
The primary, secondary, and tertiary alkyl radicals formed by intramolecular
hydrogen-atom transfer proceeded smoothly. This methodology is an
efficient approach for the synthesis of various amide derivatives
possessing a quaternary carbon center with good yields and high regioselectivity.
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