The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(17), С. 12808 - 12815
Опубликована: Авг. 17, 2023
A palladium-catalyzed decarbonylative annulation of 2-arylbenzoic acids with internal alkynes via C(sp2)-H activation has been developed. series phenanthrenes were produced in moderate to good yield functional group tolerance. The mechanism study indicated that the should be rate-determining step during reaction.
Язык: Английский
Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(14), С. 2808 - 2812
Опубликована: Янв. 1, 2022
We developed a rhodium-catalysed decarbonylative C(sp2)-H alkylation method for indolines. This reaction facilitates the use of alkyl carboxylic acids and their anhydrides as cheap, abundant non-toxic source under redox-neutral conditions, featuring introduction primary chain, which cannot be addressed by previous radical-mediated decarboxylative reaction. Through mechanistic investigation, we revealed that an initially formed C-7 acylated indoline was transformed into corresponding alkylated via decarbonylation process.
Язык: Английский
Процитировано
10
The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(9), С. 6161 - 6178
Опубликована: Апрель 19, 2022
An electrochemical approach to promote the ortho-C–H alkylation of (hetero)arenes via rhodium catalysis under mild conditions is described. This features with high levels regio- and monoselectivity that tolerate a variety aromatic heteroaromatic groups offers widely applicable method for late-stage diversification complex molecular architectures including tryptophan, estrone, diazepam, nucleosides, nucleotides. Alkyl boronic acids esters alkyl trifluoroborates are demonstrated as suitable coupling partners. The isolation key intermediates mechanistic studies provided strong support rhodium(III/IV or V) regime.
Язык: Английский
Процитировано
10
Organic Letters, Год журнала: 2021, Номер 23(11), С. 4191 - 4196
Опубликована: Май 12, 2021
A Rh-catalyzed decarbonylative C–H coupling of in-situ-generated acid fluorides with amide substrates bearing ortho-Csp2–H bonds has been developed. This method enables alkyl, aryl, and alkenyl carboxylic acids to undergo (hetero)aromatic or amides in generally good yields via the situ conversion into also allows for functionalization a series structurally complex carboxyl-containing natural products pharmaceuticals as well pharmaceutical derivatives.
Язык: Английский
Процитировано
13
ChemistrySelect, Год журнала: 2021, Номер 6(42), С. 11792 - 11821
Опубликована: Ноя. 10, 2021
Abstract Nitrogen heterocycles have found a key role in biologically active natural products. Pyridones, specifically 2‐pyridone and 2,4‐dihydoxypyridine are an extensive class of compounds with reported occurrence many Therefore, the methods for generation functionalized pyridones great interest since their discovery. From traditional coupling to transition metal catalyzed C−H functionalization free functionalization, this field has witnessed enormous growth. In present review, we aim comprehensive overview pyridone young researchers invite scientific community come up more environment friendly, economic methodologies corresponding functionalizations.
Язык: Английский
Процитировано
12
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(17), С. 12808 - 12815
Опубликована: Авг. 17, 2023
A palladium-catalyzed decarbonylative annulation of 2-arylbenzoic acids with internal alkynes via C(sp2)-H activation has been developed. series phenanthrenes were produced in moderate to good yield functional group tolerance. The mechanism study indicated that the should be rate-determining step during reaction.
Язык: Английский
Процитировано
4