Swapping Copper‐Catalytic Process: Selective Access to Pyrazoles and Conjugated Ketimines from Oxime Acetates and Cyclic Sulfamidate Imines

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 18(4)

Published: Dec. 30, 2022

A powerful CuCl-catalyzed sequential one-pot reaction of aryl methyl ketoxime acetates with cyclic N-sulfonyl imines followed by elimination in the presence base is reported. This hydrazine-free method conveniently makes C-C and N-N bonds via a radical cleavage N-O bond, delivering special class C3-hydroxyarylated pyrazoles good yields. Surprisingly, while employing CuI as catalyst instead CuCl, proceeds through non-radical pathway which embodies new tactic for high-yielding access to value-added conjugated N-unsubstituted ketimines. Moreover, additive-free approach sulfamidate-fused-pyrazoles was achieved successfully catalyzing addition oxidative bond-making reactions respectively. Significantly, our novel technique could convert prepared ketimines into pharmacologically recognized 6H-benzo[c]chromene frameworks.

Language: Английский

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Organobase-catalyzed Mannich reaction of cyclic N-sulfonyl imines and 1,2-diketones: A sustainable approach to 4-(3-arylquinoxalin-2-ylmethyl)sufamidates

Tetrahedron Letters, Journal Year: 2023, Volume and Issue: 122, P. 154490 - 154490

Published: April 7, 2023

Language: Английский

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Six-membered ring systems: pyridines and benzo derivatives

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 383 - 425

Published: Jan. 1, 2023

Language: Английский

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