Electrochemical trifluoroalkylation/annulation for the synthesis of CF3-functionalized tetrahydroquinolines and dihydroquinolinones DOI

Hao-Zeng Wu,

Zhong-Shan Teng,

Yu-Xin Ke

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(42), С. 8579 - 8583

Опубликована: Янв. 1, 2023

Tuning the electronic structure of protecting groups on nitrogen atom substrates has emerged as an effective strategy to achieve tandem trifluoromethylation/C(sp2)-H annulation using Langlois' reagent CF3 source for electrochemical synthesis functionalized tetrahydroquinolines and dihydroquinolinones.

Язык: Английский

Recent Advances in Alkenyl sp2 C–H and C–F Bond Functionalizations: Scope, Mechanism, and Applications DOI
Mingzhu Lu, Jeffrey Goh, Manikantha Maraswami

и другие.

Chemical Reviews, Год журнала: 2022, Номер 122(24), С. 17479 - 17646

Опубликована: Окт. 14, 2022

Alkenes and their derivatives are featured widely in a variety of natural products, pharmaceuticals, advanced materials. Significant efforts have been made toward the development new practical methods to access this important class compounds by selectively activating alkenyl C(sp2)–H bonds recent years. In comprehensive review, we describe state-of-the-art strategies for direct functionalization sp2 C–H C–F until June 2022. Moreover, metal-free, photoredox, electrochemical also covered. For clarity, review has divided into two parts; first part focuses on currently available using different alkene as starting materials, second describes bond easily accessible gem-difluoroalkenes material. This includes scope, limitations, mechanistic studies, stereoselective control (using directing groups well metal-migration strategies), applications complex molecule synthesis where appropriate. Overall, aims document considerable advancements, current status, emerging work critically summarizing contributions researchers working fascinating area is expected stimulate novel, innovative, broadly applicable functionalizations coming

Язык: Английский

Процитировано

155

Harnessing photocatalytic and electrochemical approaches for C–H bond trifluoromethylation and fluoroalkylation DOI
Ranjay Shaw, Naveen Sihag, Hemaang Bhartiya

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(3), С. 954 - 1014

Опубликована: Дек. 14, 2023

The review summarises various photo- and electrochemical strategies for trifluoromethylation fluoroalkylation of different C(sp 3 )–H, 2 C(sp)–H bonds in several classes organic molecules.

Язык: Английский

Процитировано

14

Electrochemical oxidative regio- and stereo-selective thio(seleno)cyanation of enamides and mechanistic insights DOI

Qingyun Gu,

Zhenfeng Cheng,

Xing Xiong

и другие.

Green Chemistry, Год журнала: 2022, Номер 24(17), С. 6556 - 6561

Опубликована: Янв. 1, 2022

An electrochemical oxidative thio(seleno)cyanation of enamides to synthesize various ( E )-β-thio(seleno)cyanated enamide compounds is reported herein.

Язык: Английский

Процитировано

17

Transition metal-free electrochemical fluorotrifluoromethylation of Styrenes DOI
Yi Lu, Zhirui Liu, Chao Liu

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(5), С. 1283 - 1288

Опубликована: Янв. 1, 2023

An environmentally friendly electrochemical fluorotrifluoromethylation of styrenes is developed using CF 3 SO 2 Na and Et N·3HF as the F-containing donor reagents. This synthetic strategy features step economy sustainability.

Язык: Английский

Процитировано

10

Recent Advances in the Electrochemical Functionalization of Isocyanides DOI

Qingyun Gu,

Zhenfeng Cheng,

Xiaodong Qiu

и другие.

The Chemical Record, Год журнала: 2022, Номер 23(1)

Опубликована: Сен. 20, 2022

Abstract Isocyanides are well‐known as efficient CO surrogates and C1 synthons in modern organic synthesis. Although tremendous efforts have been devoted to fully exploiting the reactivity of isocyanides, these transformations primarily limited by their utilization stoichiometric toxic chemical oxidants. With recent resurgence electrochemistry, which has considerably laid dormant over past several decades, electrolysis identified a green powerful tool enrich structural diversity solely utilizing electric current clean inherently safe redox equivalents In this regard, unique isocyanides studied numerous electrochemical transformations. This review comprehensively highlights most relevant progress strategies towards functionalization up until June 2022, with focus on reaction outcomes mechanisms.

Язык: Английский

Процитировано

15

Electrochemical trifluoroalkylation/annulation for the synthesis of CF3-functionalized tetrahydroquinolines and dihydroquinolinones DOI

Hao-Zeng Wu,

Zhong-Shan Teng,

Yu-Xin Ke

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(42), С. 8579 - 8583

Опубликована: Янв. 1, 2023

Tuning the electronic structure of protecting groups on nitrogen atom substrates has emerged as an effective strategy to achieve tandem trifluoromethylation/C(sp2)-H annulation using Langlois' reagent CF3 source for electrochemical synthesis functionalized tetrahydroquinolines and dihydroquinolinones.

Язык: Английский

Процитировано

2