The cobalt(ii)-catalyzed acyloxylation of picolinamides with bifunctional silver carboxylateviaC–H bond activation

Abstract

A cobalt(II)-catalyzed C−H Bond esterification of picolinamides with bifunctional silver carboxylate has been developed. The operationally simple esterification allows us for the efficient synthesis of 8-functionalized 1-naphthylamine (up to 94%...

Co(III) Intermediates in Cobalt-Catalyzed, Bidentate Chelation Assisted C(sp2)-H Functionalizations

“…Inorganics 2023, 11, x FOR PEER REVIEW 17 of 24 Scheme 23. Cobalt-catalyzed acetoxylation of picolinamide 60 [45].…”

“…In the same year, Jiang and colleagues demonstrated an interesting approach towards C-H bond acyloxylation of picolinamides 60 with silver carboxylates under cobalt catalysis (Scheme 23) [45]. Generally, substituted silver carboxylates and substituted picolinamides 60 were reactive, delivering a very wide and diverse product scope consisting of 73 different products with good to excellent yields (up to 94%).…”

Photo/electrocatalytic site-selective C–H functionalization of 8-aminoquinolines and their analogues

“…4.2 C8-functionalization 4.2.1 C(8)-C bond formation. In recent decades, organic chemists have made great progress in achieving the C8-H functionalization of 1-naphthylamine with pyridinamide (PA) as the directing group via arylation, 48 alkylation, 49 alkenylation, 50 acylation, 51 amination, 52 thioetheration, 53 cyanation, 54 sulfonation, 55 esterification, 56 alkoxylation, 57 etc. However, in most cases, these methods require high temperatures and excessive amounts of oxidants.…”

Electrochemically enabled cobalt catalyzed enantioselective C–H acyloxylation of aryl phosphamide with carboxylic acid

“…Over the past decades, this field has received continuous attention, resulting in the development of various methodologies. These methods employ versatile catalysts such as Pd, 1 Rh, 2 Ru, 3 Co, 4 and Cu 5 to promote C–H acyloxylation under oxidative conditions, as illustrated in Scheme 1a. Strategies for enantioselective C–H acyloxylation are less advanced compared to other areas.…”