Application of Triaryl Carbenium in Organic Synthesis DOI Open Access
Luyao Li,

Zhongwen He,

Zhenguo Zhang

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(2), С. 421 - 421

Опубликована: Янв. 1, 2024

Triaryl carbenium, known as an exceptional Lewis acid, possesses a low-lying lowest unoccupied molecular orbital (LUMO) that readily accepts electron pair, which was widely used in synthetic transformations serving reagent or catalyst.Over the past decade, triaryl carbenium has been catalyst, pre-catalyst, co-catalyst and additive organic synthesis.Moreover, key intermediate approached to successful synthesis of tetra-arylmethane.In this review, application progress recent years is summarized, its diverse functional roles are hoping attract widespread attention.

Язык: Английский

Radical-Polar Crossover Enabled Triple Cleavage of CF2Br2: A Multicomponent Tandem Cyclization to 3-Fluoropyrazoles DOI

Wanqing Zuo,

Lingling Zuo,

Xiao Geng

и другие.

Organic Letters, Год журнала: 2023, Номер 25(32), С. 6062 - 6066

Опубликована: Авг. 8, 2023

The elaboration of step-economy and catalytic approaches for accessing diverse fluorinated heterocyclics is highly desirable. Described herein a radical-polar crossover enabled three-component cyclization to polysubstituted fluoropyrazoles by using CF2Br2 as novel C1F1 synthon. Mechanistic experiments revealed that the in situ generation reactive intermediate gem-difluorovinylimine ion key this transformation. This protocol unlocks reactivity adds significant synthetic values fluorine chemistry.

Язык: Английский

Процитировано

66

Sustainable and practical semi-heterogeneous photosynthesis of 5-amino-1,2,4-thiadiazoles over WS2/TEMPO DOI

Jia-Cheng Hou,

Hong‐Tao Ji,

Yuhan Lu

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 109514 - 109514

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

17

Self-Catalyzed Sono-Photoinduced Arylation of Quinoxalin-2(1H)-ones with Arylhydrazines DOI

Yao-Dan Xu,

Yang Xing,

Hong‐Tao Ji

и другие.

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

Опубликована: Ноя. 25, 2024

Herein, the first example of self-catalyzed sono-photoinduced carbon-carbon bond formation was described. Combining advantages phototriggered self-catalysis and ultrasonic catalysis, a wide range 3-arylquinoxalin-2(1

Язык: Английский

Процитировано

8

Visible-light-induced reusable decatungstate-photocatalyzed radical cascade alkylation/cyclization of isocyanides with simple alkanes, ethers and ketones DOI Creative Commons
Keli Wang,

Hong‐Tao Ji,

Qiong-Hui Peng

и другие.

Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

With reusable sodium decatungstate (NaDT) as the photocatalyst, hydrocarbons (alkanes, ethers and ketones) alkylating agents, a wide range of alkylated fused N-heterocycles were obtained in high yield.

Язык: Английский

Процитировано

7

Photocatalytic Pyridine Synthesis with Enaminones and TMEDA under Metal-Free Conditions DOI

Junlong Zeng,

Tao Zhou, Jianchao Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 11060 - 11066

Опубликована: Июль 24, 2024

Reported herein is a new photocatalytic annulation for the synthesis of 2,3,4,6-tetrasubstituted pyridines with enaminones and N,N,N′,N′-tetramethyl ethylenediamine (TMEDA). The reactions take place without requiring transition metal reagent provide products broad scope. methyl in TMEDA acts as carbon source pyridine ring construction, BrCF2CO2Et plays role terminal oxidant free radical quenching.

Язык: Английский

Процитировано

7

Visible-light-induced cross-coupling of aryl iodides with hydrazones via an EDA-complex DOI Creative Commons
Pan Pan, Shihan Liu, Yu Lan

и другие.

Chemical Science, Год журнала: 2022, Номер 13(24), С. 7165 - 7171

Опубликована: Янв. 1, 2022

A visible-light-induced, transition-metal and photosensitizer-free cross-coupling of aryl iodides with hydrazones was developed. In this strategy, were used as alternatives to organometallic reagents, in the absence a transition metal or an external photosensitizer, making mild green. The protocol compatible variety functionalities, including methyl, methoxy, trifluoromethyl, halogen, heteroaromatic rings. Mechanistic investigations showed that association hydrazone anion halides formed electron donor-acceptor complex, which when excited visible light generated radical via single-electron transfer.

Язык: Английский

Процитировано

27

Copper-Catalyzed Radical Addition of Alkynols to Synthesize Difluoroheterocyclic Compounds DOI

Fumei Ke,

Changjiang Yu, Xin Li

и другие.

Organic Letters, Год журнала: 2023, Номер 25(15), С. 2733 - 2738

Опубликована: Апрель 6, 2023

A convenient method for the synthesis of fluorine-containing heterocyclic compounds was developed by a copper-catalyzed free radical addition reaction alkynol and ethyl bromodifluoroacetate. This strategy involves molecular lactone exchange ethynyl alcohol The is characterized easy availability raw materials, good stereochemical selectivity, simple operation. More importantly, valuable tetrasubstituted E-configurated alkenes various vinyl C-Br bonds difluoromethylene-containing functionalized heterocycles can be obtained this method.

Язык: Английский

Процитировано

17

Visible-light-induced catalyst-free reductive coupling of aldehydes, ketones and imines with cyanopyridines DOI
Xiaoting Zou,

Yatao Lang,

Xinlong Han

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(21), С. 2926 - 2929

Опубликована: Янв. 1, 2024

This article introduces a catalyst-free reductive coupling driven by visible-light, facilitating the synthesis of pyridine-substituted alcohols and amines through reaction aldehydes, ketones imines with cyanopyridines.

Язык: Английский

Процитировано

5

Visible-light-induced synthesis of bibenzofuranones via a cerium-mediated energy transfer process DOI

J. F. Lv,

Yatao Lang,

Chao‐Jun Li

и другие.

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Synthesis of bibenzofuranones from benzils via a radical cyclization-dimerization tandem process, efficiently constructing C–O/C–C bonds and contiguous quaternary carbon centers in single step, was reported.

Язык: Английский

Процитировано

0

Visible-Light-Induced Synthesis of 3-Alkyl Chromones under Catalyst- and Additive-Free Conditions DOI
Zhao Wei,

Zhiqin He,

Xiaohui Yang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13634 - 13644

Опубликована: Сен. 8, 2023

Herein, we reported an efficient and facile visible-light-induced 3-alkyl chromone synthesis from easily accessible o-hydroxyaryl enaminones α-diazo esters. In this protocol, excellent yields were obtained with a broad substrate scope at room temperature, tolerating various functional groups. Of note is that eco-friendly methodology features catalyst- additive-free, mild reaction conditions, simple operation procedure, easy scale-up, which affords convenient pathway for the preparation of chromones. Experimental results density theory (DFT) computation analyses confirm participation carbene species active cyclopropane intermediate.

Язык: Английский

Процитировано

8