Photoredox-Catalyzed Markovnikov Hydroamination of Alkenes with Azoles DOI

Jinhuan Nie,

Yutao Shi,

Mengran Gan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 30, 2024

A visible-light induced intermolecular hydroamination of alkenes with azoles is reported, delivering pharmaceutically valuable N-benzyl in high yields excellent Markovnikov selectivity. Mechanistic studies suggest that the process initiated by energy transfer excited photocatalyst alkenes, followed single electron reduction, protonation, and subsequent oxidation to afford key alkyl carbocation intermediate. This protocol exhibits advantages broad functional group tolerance, atom economy, efficiency, mild reaction conditions.

Language: Английский

In situ polymerization of solid-state polymer electrolytes for lithium metal batteries: a review DOI

Shuhao Zou,

Yan Yang, Jiarui Wang

et al.

Energy & Environmental Science, Journal Year: 2024, Volume and Issue: 17(13), P. 4426 - 4460

Published: Jan. 1, 2024

The practical application of commercialized lithium-ion batteries (LIBs) currently faces challenges due to using liquid electrolytes (LEs), including limited energy density and insufficient safety performance.

Language: Английский

Citations

64

Alkyl radicals from diacyl peroxides: metal-/base-/additive-free photocatalytic alkylation of N-heteroaromatics DOI

Fukun Cheng,

Lulu Fan, Qi‐Yan Lv

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(20), P. 7971 - 7977

Published: Jan. 1, 2023

Alkyl diacyl peroxides were demonstrated to be efficient alkylating reagents for the visible-light-induced 4CzIPN-catalyzed direct C–H alkylation of N -heteroaromatics.

Language: Английский

Citations

47

Cascade Radical Trifluoromethylthiolation/Cyclization of Dienes To Access SCF3-Containing Medium-Sized Heterocycles DOI
Zhen Zhang,

X. Fang,

Ayimnisa Aili

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(24), P. 4598 - 4602

Published: June 12, 2023

A novel radical cascade trifluoromethylthiolation/cyclization of dienes (N-alkyl-2-(1-phenylvinyl)aniline derivatives) with AgSCF3 has been developed. This approach provides simple and efficient access to a wide range SCF3-containing medium-sized rings (7/8/9-membered heterocycles). Preliminary mechanistic studies suggest that the reaction is realized through silver-assisted cyclization process. The large-scale experiment modification product reveal promising utility this protocol.

Language: Английский

Citations

21

Recyclable V2O5/g-C3N4 Heterojunction-Catalyzed Visible-Light-Promoted C3–H Trifluoromethylation of Quinoxalin-2-(1H)-ones DOI

Hong‐Tao Ji,

Hai‐Yang Song,

Jia-Cheng Hou

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(13), P. 9543 - 9550

Published: June 14, 2024

A visible-light-initiated C-H trifluoromethylation of quinoxalin-2(1

Language: Английский

Citations

8

Transition-Metal-Free C–H Trifluoromethylthiolation of N,N-Disubstituted Enaminones To Access CF3S-Functionalized Enaminones and Their Application in the Synthesis of CF3S-Heteroaryls DOI

Jinbiao Ying,

Tao Zhou, Yunyun Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 9078 - 9085

Published: June 3, 2024

The α-C–H trifluoromethylthiolation of N,N-disubstituted enaminones has been achieved with simple and cheap CF3SO2Na as the CF3S source. reactions were run at mild temperature (0 °C to rt) using POCl3 only reducing reagent. work represents first example on synthesis α-trifluoromethylthio via direct C–H functionalization. In addition, resulting CF3S-functionalized have proven useful building blocks in various heteroaromatic compounds by annulation reactions.

Language: Английский

Citations

6

Chemoselective electrochemical seleno-cyclization of dienes to medium-sized benzo[b]azocines DOI

Zhichuan Wang,

Xin Wang, Q. Li

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 35(2), P. 109058 - 109058

Published: Sept. 10, 2023

Language: Английский

Citations

15

Lewis Acid Promoted Vicinal Oxytrifluoromethylselenolation of Alkenes DOI
Yang Li,

Shangbiao Zhang,

Yanan Wang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(18), P. 3210 - 3215

Published: April 28, 2023

Herein, we have developed a metal-free, Lewis acid promoted vicinal oxytrifluoromethylselenolation of alkenes using trifluoromethyl selenoxides as electrophilic trifluoromethylselenolation reagents and alcohols nucleophiles. With less steric good nucleophilic solvents (such ethanol methol), Tf2O-catalyzed could be realized, while stoichiometric Tf2O was required to promote full transformation with isopropanol tert-butanol). The reaction featured substrate scope, functional group compatibility, diastereoselectivity. This method further applied oxytrifluoromethylselenolation, aminotrifluoromethylselenolation nucleophiles under modified conditions. A mechanism involving seleniranium ion proposed based on the preliminary results.

Language: Английский

Citations

13

Skeletal Editing of Isatins for Heterocycle Molecular Diversity DOI
Tiantian Zhang, Huangdi Feng

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(6)

Published: June 1, 2024

Isatins have been widely used in the preparation of a variety heterocyclic compounds, where skeletal editing isatins has shown significant advantages for construction diverse heterocycles. This review highlights progress made last decade (2013-2023) isatin scaffold. A series ring expansion reactions quinoline skeleton, quinolone polycyclic quinazoline medium-sized as well opening generation 2-(azoly)aniline skeleton by cleavage C-C bond and C-N are highlighted. It is hoped that this will provide some understanding chemical transformations contribute to further realization its molecular diversity.

Language: Английский

Citations

5

Visible light/copper catalysis enabled alkylation of silyl enol ethers with arylsulfonium salts DOI
Wenwen Cui,

Guoju Guo,

Yifei Wang

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(42), P. 6367 - 6370

Published: Jan. 1, 2023

An efficient protocol has been developed herein for the site-selective alkylation of silyl enol ethers with arylsulfonium salts giving access to valuable aryl alkyl thioethers under visible light conditions. Enabled by copper (I) photocatalysis, C-S bond can be selectively cleaved deliver C-centered radicals mild This method provides a straightforward approach utilize as sulfur sources synthesis thioethers.

Language: Английский

Citations

11

Photoinduced Copper-Catalyzed 1,2-Difunctionalization of 1,3-Dienes with Aryl Diselenides DOI

Shengkun Guo,

Xiaoyu Shen, Xiaoyun Chen

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(22), P. 15969 - 15974

Published: Oct. 30, 2023

Described herein is a photoinduced copper-catalyzed 1,2-difunctionalization of 1,3-dienes. The selenium atom radical was generated by the visible light irradiation diselenides, triggering addition with 1,3-dienes to form allyl intermediate. Subsequent rapid Z/E isomerization allowed for thermodynamically favorable intermediate formation and enabled copper catalyzed stereoselective functionalization various nucleophiles.

Language: Английский

Citations

11