Hydroxyl-Assisted and Co(III)-Catalyzed Redox-Neutral C–H Activation/Directing Group Migration of 2-Pyridones with Propargyl Alcohols: Synthesis of Tetrasubstituted Alkenes DOI

Yuelu Zhu,

Y.-C. Long,

Ming-Yang Yang

и другие.

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

Опубликована: Ноя. 11, 2024

This study provides a practical route to synthesize tetrasubstituted alkenes that involves Co(III)-catalyzed C-H bond activation and regioselective insertion of the alkyne, followed by chelation substrate hydroxyl Co migration pyridine group. Density functional theory studies revealed origin regioselectivity elucidated crucial role group for pyridine. The method can be conducted on gram scale, is compatible with wide range substrates, has high tolerance. To demonstrate its significance, was used late-stage modification Fasudil. Furthermore, synthetic significance demonstrated various derivatizations products, many which exhibit intriguing fluorescence characteristics.

Язык: Английский

Fluorophore branching boosted photo-induced energy transfer in UiO-66 for ultrasensitive and instant hydrazine sensing DOI
Ying Luo,

Da Lei,

Maohua Li

и другие.

Journal of Materials Chemistry A, Год журнала: 2024, Номер 12(20), С. 12088 - 12097

Опубликована: Янв. 1, 2024

Metal organic frameworks (MOFs) have made great progress in the field of fluorescent sensing; however, whether electronic structure and recognized sites can be adjusted by external functionalization still remains challenging.

Язык: Английский

Процитировано

8

Pyridine-catalyzed ring-opening reaction of cyclopropenone with bromomethyl carbonyl compounds toward furan-2(5H)-ones DOI
Chen Liang,

Kui Zheng,

Yifang Ding

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(14), С. 1900 - 1903

Опубликована: Янв. 1, 2024

We developed a pyridine-catalyzed annulation of diaryl cyclopropenone with bromomethyl carbonyl compounds leading to 5-carbonyl furan-2(5 H )-ones.

Язык: Английский

Процитировано

4

Phosphine-Catalyzed Ring-Opening Regioselective Addition of Cyclopropenones with Amides DOI
Huamin Wang,

Yibo Wei,

Yongjun He

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10093 - 10098

Опубликована: Июнь 27, 2024

A series of amides, including α-bromo hydroxamates,

Язык: Английский

Процитировано

1

Transition from Kwon [4+2]- to [3+2]-cycloaddition enabled by AgF-assisted phosphine catalysis DOI Creative Commons
Jinlong Qian, Lijin Zhou, Yuyi Wang

и другие.

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Авг. 14, 2024

Phosphine catalysis generally relies on the potential of carbanion-phosphonium zwitterions that are generated via nucleophilic addition phosphine catalyst to electrophilic reactants. Consequently, structural modification using distinct reactants has emerged as a prominent strategy enhance diversity. Herein, we present an alternative utilizes AgF additive expand catalysis. We find can readily transform canonical carbanion–phosphonium zwitterion into silver enolate–fluorophosphorane intermediate, eventually furnishing P(III)/P(V) catalytic cycle. This been successfully applied phosphine-catalyzed reaction 2-substituted allenoate and imine, resulting in transition from Kwon [4 + 2] cycloaddition [3 cycloaddition. features remarkable diastereoselectivity, high yield, broad substrate scope. Experimental computational studies have validated proposed mechanism. Given prevalence catalysis, this AgF-assisted is believed hold significant for advancing carbanion phosphonium Here, authors demonstrate be used

Язык: Английский

Процитировано

1

Expedient Access to Polysubstituted Acrylamides via Strain-Release-Driven Dual Phosphine and Palladium Catalysis DOI

Yuxiang Yao,

Jing Zhang,

Xuehong Min

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(51), С. 6532 - 6535

Опубликована: Янв. 1, 2024

Polysubstituted acrylamides are ubiquitous in bioactive molecules and natural products. However, synthetic methods for the assembly of these important motifs remain underdeveloped. Herein, we report expedient synthesis structurally diverse synthetically challenging polysubstituted from readily available aromatic amines, cyclopropenones (CpOs), aryl halides

Язык: Английский

Процитировано

0

Decarboxylative Aminomethylation of Indole-3-carboxylic Acids via Strain Release-Driven Ring Opening of 1,2-Oxazetidines DOI
Zi‐Kui Liu,

Yun Liu,

Xiao‐Qiang Hu

и другие.

Organic Letters, Год журнала: 2024, Номер 26(41), С. 8934 - 8938

Опубликована: Окт. 9, 2024

A copper-catalyzed decarboxylative aminomethylation of indole-3-carboxylic acids with 1,2-oxazetidines has been developed, enabling the rapid synthesis structurally diverse 3-aminomethylindoles in good to excellent yields. Remarkably, an unprecedented aminomethylation/cyclization cascade was further achieved by a combination copper and iron salts construct complex γ-carbolines high efficiency. It is worth noting that one obtained products proved be dual-emissive luminogen, exhibiting both aggregation-caused quenching aggregation-induced emission.

Язык: Английский

Процитировано

0

Hydroxyl-Assisted and Co(III)-Catalyzed Redox-Neutral C–H Activation/Directing Group Migration of 2-Pyridones with Propargyl Alcohols: Synthesis of Tetrasubstituted Alkenes DOI

Yuelu Zhu,

Y.-C. Long,

Ming-Yang Yang

и другие.

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

Опубликована: Ноя. 11, 2024

This study provides a practical route to synthesize tetrasubstituted alkenes that involves Co(III)-catalyzed C-H bond activation and regioselective insertion of the alkyne, followed by chelation substrate hydroxyl Co migration pyridine group. Density functional theory studies revealed origin regioselectivity elucidated crucial role group for pyridine. The method can be conducted on gram scale, is compatible with wide range substrates, has high tolerance. To demonstrate its significance, was used late-stage modification Fasudil. Furthermore, synthetic significance demonstrated various derivatizations products, many which exhibit intriguing fluorescence characteristics.

Язык: Английский

Процитировано

0