Ligand Combination Approach in Pd‐Catalyzed Direct C−H Arylation of Benzothiazole and Benzoxazole

European Journal of Organic Chemistry, Год журнала: 2023, Номер 27(2)

Опубликована: Ноя. 3, 2023

Abstract The use of ligand combination approach in the Pd catalyzed direct C−H arylation benzothiazole and benzoxazole is demonstrated. two ligands phenanthroline monohydrate (Phen.H 2 O) triphenylphosphine (PPh 3 ) with Pd‐catalyst have offered best catalytic properties bond reactions than either employed separately reactions. This protocol exhibits a wide substrate scope affording C2 arylated derivatives excellent yields. Mechanistic studies including kinetic isotope effect (KIE), H/D exchange competition experiments show that activation very facile under reaction conditions. Furthermore, different mechanistic pathways originated from catalytically active species such as Pd(η ‐dba)L (dba=dibenzylidene acetone) Pd(PPh were investigated using computational methods. results suggest generation (dba) endoergic process Phen can initiate this step. On other hand, presence PPh could be crucial for oxidative addition aryl halides which rate‐determining step reaction.

Язык: Английский

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Electrochemical Ruthenium‐Catalysed Directed C−H Functionalization of Arenes with Boron Reagents

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(4), С. 830 - 837

Опубликована: Дек. 19, 2023

Abstract Ortho ‐directed electrochemical C−H functionalization of aromatics with boron‐based coupling partners has been achieved under ruthenium catalysis through an oxidatively induced reductive elimination mechanism. Our method provides a single set conditions delivering arylation, alkenylation and methylation, yielding ortho ‐functionalized products good functional group tolerance, including examples late‐stage in synthetically useful yields. By harnessing electricity as ‘green’ oxidant, this circumvents the need for stoichiometric quantities chemical oxidants, enhancing our sustainability metrics.

Язык: Английский

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Rhodaelectro-Catalyzed Synthesis of Pyrano[3,4-b]indol-1(9H)-ones via the Double Dehydrogenative Heck Reaction between Indole-2-carboxylic Acids and Alkenes

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 12, 2024

A rhodaelectro-catalyzed double dehydrogenative Heck reaction of indole-2-carboxylic acids with alkenes has been developed for the synthesis pyrano[3,4-

Язык: Английский

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