Annulation Of Ketimines Research Articles

Remarkable Ligand Effect on Rh-Catalyzed C-H-Active [3 + 2] Annulation of Ketimines and Alkynes.

Externally added ligands were first found to have a significant impact on the Rh-catalyzed C-H-active [3 + 2] annulation of ketimines and alkynes. Olefin ligands have shown remarkable promotion effect for this reaction. The olefin promoted the reaction by increasing both the turnover rate and conversion of [Cp*RhCl2]2 in the formation of rhodacycle in the C-H activation step.

Manganese‐Catalyzed C−H Annulation of Ketimines with Allenes: Stereoselective Synthesis of 1‐Aminoindanes

AbstractA manganese‐catalyzed C−H annulation of ketimines with poly‐substituted ester‐activated allenes toward the synthesis of 1‐aminoindanes bearing two vicinal all‐substituted carbon stereocenters and an exocyclic double bond was developed. The reaction features high diastereoselectivity, high E/Z selectivity, 100% atom‐economy, broad substrate scope and good functional group tolerance.magnified image

イリジウム触媒による高原子効率型の不斉合成反応

This article summarizes our recent studies on iridium-catalyzed asymmetric reactions realizing the high atom efficiency. Iridium complexes efficiently catalyzed asymmetric functionalization of aromatic compounds via directed C-H activation. Formal [3+2] annulation of ketimines with 1,3-dienes or alkynes gave the corresponding annulation products in high yields with high enantioselectivity. Branch-selective alkylation of aromatic compounds with vinyl ethers was efficiently catalyzed by Ir(I)/chiral diene complexes. Hydroacylation of bicyclic alkenes with salicylaldehydes also proceeded via acyl C-H bond activation. Meanwhile, asymmetric synthesis of heterocycles via C-O and C-N bond formation were also achieved. Annulation of salicylimines and α-oxocarboxamides with 1,3-dienes proceeded to give chromane and pyrrolidone derivatives, respectively. Asymmetric cyclization of alkenoic acids and alkenamides took place to give γ-lactones and γ-lactams, respectively.

ChemInform Abstract: Catalytic [3 + 2] Annulation of Ketimines with Alkynes via C—H Activation by a Cationic Iridium(cod) Complex.

[3 + 2] Annulation of ketimines with internal and terminal alkynes proceeded via C–H activation to give aminoindene derivatives in high yields, which is catalyzed by a cationic iridium complex coordinated with 1,5-cyclooctadiene (cod).

Catalytic [3 + 2] annulation of ketimines with alkynes via C–H activation by a cationic iridium(cod) complex

[3 + 2] Annulation of ketimines with internal and terminal alkynes proceeded via C-H activation to give aminoindene derivatives in high yields, which is catalyzed by a cationic iridium complex coordinated with 1,5-cyclooctadiene (cod).