Facile Synthesis of Alkylidene Phthalides by Rhodium‐Catalyzed Domino C−H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids

Chemistry - A European Journal, Год журнала: 2021, Номер 27(63), С. 15628 - 15633

Опубликована: Сен. 14, 2021

Abstract The Rh‐catalyzed ortho ‐C(sp 2 )−H functionalization of 8‐aminoquinoline‐derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated 8‐aminoquinoline‐directed acylation, which was accompanied by subsequent intramolecular nucleophilic substitution amide group to produce alkylidene phthalides approach exhibits high stereo‐selectivity for Z ‐isomer products, and tolerates a variety functional groups as well carboxylic diverse structural scaffolds.

Язык: Английский

Six-membered ring systems: pyridines and benzo derivatives

Progress in heterocyclic chemistry, Год журнала: 2023, Номер unknown, С. 387 - 424

Опубликована: Янв. 1, 2023

Язык: Английский

CH Functionalization Using Carboxylic Acids and Carboxylic Acid Derivatives as Electrophiles under Redox‐Neutral Conditions

Handbook of CH‐Functionalization, Год журнала: 2022, Номер unknown, С. 1 - 28

Опубликована: Окт. 2, 2022

Abstract The article provides a summary of the recent developments in using carboxylic acids and derivatives as aryl, alkenyl, alkyl electrophiles for CH functionalization. This manifold exploits ubiquitous after oxidative addition decarbonylation absence external oxidants under Rh, Pd, Ni, Ir catalysis. Mechanistically, acyl RC(O)X bond to low valent metals is followed by decarbonylation, resulting net generation R[M] broad range functionalization processes. covers aroyl chlorides, fluorides, anhydrides, acids, esters amides, other related derivatives.

Язык: Английский