A Recent Update on the Visible Light-promoted Organic Transformations - A Mini-review DOI
Monica Dinodia

Current Organic Synthesis, Год журнала: 2023, Номер 21(8), С. 965 - 975

Опубликована: Авг. 29, 2023

Abstract: Visible light-induced reactions are a rapidly developing and powerful technique to pro-mote organic transformations. They provide green sustainable chemistry have recently re-ceived increasing attention from chemists due their wide application in synthesis. Light energy is eco-friendly, cheap, green, inexhaustible with potential industrial pharmaceutical applications. In this review, the most recent advances visible (2021-till date) been highlighted.

Язык: Английский

Selectivity in Rh-catalysis with gem-difluorinated cyclopropanes DOI
Yaxin Zeng, Zhong‐Tao Jiang, Ying Xia

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(28), С. 3764 - 3773

Опубликована: Янв. 1, 2024

This feature article summarizes our efforts towards developing Rh-catalyzed reactions of gem -difluorinated cyclopropanes, briefly discussing the design, selectivity, mechanisms and future research prospects.

Язык: Английский

Процитировано

13

Enantioselective Tsuji‐Trost α‐Fluoroallylation of Amino Acid Esters with Gem‐Difluorinated Cyclopropanes DOI
Zheng Su,

Binhong Tan,

Hui He

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(23)

Опубликована: Фев. 27, 2024

A novel enantioselective Tsuji-Trost-type cross coupling reaction between gem-difluorinated cyclopropanes and N-unprotected amino acid esters enabled by synergistic Pd/Ni/chiral aldehyde catalysis is presented herein. This transformation streamlined the diversity-oriented synthesis (DOS) of optically active α-quaternary α-amino bearing a linear 2-fluoroallylic motif, which served as an appealing platform for construction other valuable enantioenriched compounds. The key intermediates were confirmed HRMS detection, while DFT calculations revealed that excellent enantioselectivity was attributed to stabilizing non-covalent interactions Pd(II)-π-fluoroallyl species Ni(II)-Schiff base complex.

Язык: Английский

Процитировано

12

Sn(OTf)2-Catalyzed (3 + 2) Cycloaddition/Sulfur Rearrangement Reaction of Donor–Acceptor Cyclopropanes with Indoline-2-thiones DOI
Yan Jiang, Haojie Ma,

Chen-Ying Zhai

и другие.

Organic Letters, Год журнала: 2024, Номер 26(8), С. 1672 - 1676

Опубликована: Фев. 15, 2024

The (3 + 2) cycloaddition/sulfur rearrangement reaction of donor–acceptor cyclopropanes bearing a single keto acceptor with indoline-2-thiones has been realized. Under the catalysis Sn(OTf)2, series functionalized 3-indolyl-4,5-dihydrothiophenes were synthesized moderate to excellent yields.

Язык: Английский

Процитировано

6

High‐Valent Copper Catalysis Enables Regioselective Fluoroarylation of Gem‐Difluorinated Cyclopropanes DOI Creative Commons
Xiuli Wu,

Xiangyu Song,

Ying Xia

и другие.

Advanced Science, Год журнала: 2024, Номер 11(18)

Опубликована: Март 9, 2024

Abstract Transition‐metal (TM) catalyzed reaction of gem ‐difluorinated cyclopropanes ( ‐DFCPs) has drawn much attention recently. The generally occurs via the activation distal C─C bond in ‐DFCPs by a low‐valent TM through oxidative addition, eventually producing mono‐fluoro olefins as coupling products. However, achieving regioselective proximal that overcomes intrinsic reactivity catalysis remains elusive. Here, new mode enabled high‐valent copper catalysis, which allows exclusive congested is presented. achieves fluoroarylation uses NFSI (N‐fluorobenzenesulfonimide) electrophilic fluoro reagent and arenes C─H nucleophiles, enabling synthesis diverse CF 3 ‐containing scaffolds. It proposed species plays an important role possibly σ‐bond metathesis.

Язык: Английский

Процитировано

6

Double strain-release enables formal C–O/C–F and C–N/C–F ring-opening metathesis DOI Creative Commons

Yulei Zhu,

Jie Jia,

Xiangyu Song

и другие.

Chemical Science, Год журнала: 2024, Номер 15(34), С. 13800 - 13806

Опубликована: Янв. 1, 2024

Metathesis reactions have been established as a powerful tool in organic synthesis. While great advances were achieved double-bond metathesis, like olefin metathesis and carbonyl single-bond has received less attention the past decade. Herein, we describe first C(sp

Язык: Английский

Процитировано

6

Electrochemical 1,3‐Oxofluorination of Gem‐Difluoro Cyclopropanes: Approach to α‐CF3‐Substituted Carbonyl Compounds DOI
Shiv Dutt, Rakesh Kumar,

Nakshatra Banerjee

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(3), С. 526 - 532

Опубликована: Дек. 21, 2023

Abstract An electrochemical methodology for the construction of α ‐CF 3 ‐substituted carbonyl compounds in moderate to good yields under exogenous metal and oxidant‐free conditions has been developed. The protocol involves single‐electron oxidation aryl ring generate a radical cation followed by three‐electron S N 2 reaction resulting formation substituted ketones.

Язык: Английский

Процитировано

9

CO2 and palladium enabled highly chemoselective hydroxylation of gem-difluorocyclopropanes DOI Creative Commons

Xingben Wang,

Fang Xiao, Frédéric W. Patureau

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2494 - 2501

Опубликована: Янв. 1, 2024

A mild chemoselective CO 2 and palladium mediated hydroxylation method of gem -difluorocyclopropanes is herein reported, in the presence water. broad functional group tolerance multiple mechanistic experiments are described discussed.

Язык: Английский

Процитировано

3

Photoinduced rapid Chloropropylation of Quinoxalin-2(1H)-ones with Cyclopropane and HCl DOI

Chenfeng Liang,

Zhihao Wang, Qing Chen

и другие.

Molecular Catalysis, Год журнала: 2024, Номер 558, С. 114024 - 114024

Опубликована: Март 18, 2024

Язык: Английский

Процитировано

3

Regio- and Diastereoselective Hydrophosphination and Hydroamidation of gem-Difluorocyclopropenes DOI

Yuanshuo Zhang,

Limei Tian, Yali Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(8), С. 5442 - 5457

Опубликована: Апрель 3, 2024

In this study, concise, efficient, and modular hydrophosphinylation hydroamidation of gem-difluorocyclopropenes were disclosed in a mild transition-metal-free pattern. Through approach, phosphorus, nitrogen-containing gem-difluorocyclopropanes produced moderate to good yields with excellent regio- diastereoselectivity. Readily available nucleophilic reagents, along inexpensive inorganic bases, employed. Multiple synthetic applications, including gram-scale derivatization reactions modification bioactive molecules, subsequently elaborated.

Язык: Английский

Процитировано

3

Pd-Catalyzed Ring-Opening of gem-Difluorocyclopropanes for the Mono- and Bis-fluoroallylation of 1,3-Dicarbonyls DOI
Yuxuan Yan,

Wanqing Lu,

Huijun Qian

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(5), С. 1630 - 1630

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

3