RESUMO
A copper(i)-catalyzed three-component addition-cycloisomerization difunctionalization reaction of 1,3-enyne-ACPs with Togni I reagent and TMSCN under mild reaction conditions has been developed, affording 3-trifluoroethylcyclopenta[b]naphthalene-4-carbonitrile derivatives. The reaction proceeded through a copper(i)-catalyzed 1,4-addition of conjugated 1,3-enynes via a radical relay process and aromatic cycloisomerization of allene-ACP intermediates.
RESUMO
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RESUMO
A Cu(I)-catalyzed [3 + 2] intramolecular cycloaddition reaction of N-indole-tethered cyclopropenes is presented in this paper. This reaction starts from the formation of π-allyl cationic intermediate or its resonance-stabilized metal carbenoid intermediate upon activation of cyclopropene with Cu(I) catalyst and a Friedel-Crafts-type cyclization to give functionalized hydrogenated diazabenzo[ a]cyclopenta[ cd]azulenes in good to excellent yields along with moderate to good dr values. The asymmetric variant of this cycloaddition reaction can be realized, giving the desired products with moderate ee values.
RESUMO
A Cu(I)-catalyzed coupling and cycloisomerization of diazo compounds with terminal yne-alkylidenecyclopropanes (ACPs) has been presented. This reaction starts from the formation of an allenic intermediate in the Cu(I)-catalyzed cross-coupling reaction of a diazo compound with terminal alkyne in yne-tethered ACP and then undergoes a domino cycloisomerization of a 6π-electrocyclization and cyclopropane ring-opening rearrangement to give functionalized cyclopenta[ b]naphthalene derivatives in moderate to excellent yields under mild conditions.
RESUMO
An interesting silver(I)-catalyzed, one-pot intramolecular cyclization of epoxide-propargylic esters is described. A variety of 1,4-oxazine derivatives were obtained through a novel domino sequence, including three-membered ring-opening, 3,3-sigmatropic rearrangement, 6-exo-cycloisomerization and subsequent intramolecular elimination in moderate yields under mild conditions.
RESUMO
A convenient and efficient synthetic method has been developed to construct highly functionalized polycyclic indoline skeletons with four contiguous stereocenters, which are of great importance in biological and pharmaceutical chemistry. The selective formation of either the oxabridged-ring or ring-opening polycyclic indoline derivatives can be controlled by using different gold catalytic systems. A variety of polycyclic indoline derivatives were obtained in moderate to good yields under mild conditions with moderate to excellent enantioselectivity.