N-Heterocyclic nitrenium catalyzed photosynthesis of 3,3-disubstituted oxindoles from α-chloroanilides DOI

Kun‐Quan Chen,

Jia Zhang,

Dequn Sun

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

A photoinduced N-heterocyclic nitrenium-catalyzed strategy for the synthesis of 3,3-oxindoles from α-chloroanilides under transition-metal-free conditions was reported.

Language: Английский

Radical Replacement Process for Ligated Boryl Radical-Mediated Activation of Unactivated Alkyl Chlorides for C(sp3)–C(sp3) Bond Formation DOI Creative Commons

Chang-Zhen Fang,

Beibei Zhang,

Yongliang Tu

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 12, 2024

The ligated boryl radical (LBR) has emerged as a potent tool for activating alkyl halides in transformations through halogen-atom transfer (XAT). However, unactivated chlorides still present an open challenge this strategy. We herein describe new activation mode of the LBR to construct C(sp

Language: Английский

Citations

4
Photoinduced N‑Heterocyclic Nitrenium-Catalyzed Single Electron Reduction of α-Chloro Esters for Phenanthridine Synthesis DOI
Ling Zhou,

Xue‐Feng Pei,

Wei Gong

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

An efficient photoactive charge transfer complex protocol for the synthesis of phenanthridine derivatives by reaction 2-isocyanobiaryls with α-chloro esters is established.

Language: Английский

Citations

0
Photoinduced N-heterocyclic nitrenium-catalyzed single electron reduction of Se–Se bond for the generation of nucleophilic selenolates DOI
Chaoshen Zhang,

Kun‐Quan Chen,

Ling Zhou

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(7), P. 2070 - 2074

Published: Jan. 1, 2024

A straightforward photoinduced NHN-catalyzed method for generating nucleophilic selenolates from diselenides without the need of stoichiometric reductants.

Language: Английский

Citations

3
Recent Advances in Combining Photo- and N-Heterocycle Nitrenium Catalysis DOI

Yongliang Tu,

Xiangyu Chen, Xiang Li

et al.

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

Abstract N-Heterocyclic nitreniums (NHNs) are isoelectronic and isostructural analogues of N-heterocyclic carbenes (NHCs). Unlike NHCs, NHNs much less developed. While a comprehensive understanding NHN reactivity remains elusive, recent advancements have demonstrated their utility as Lewis acid catalysts, photoreductants, photooxidants, leading to several reaction patterns. In this short review, we focus on the applications in photoredox reactions. We also discuss mechanisms behind these transformations outline future research directions. 1 Introduction 2 Application Nitreniums Photoreductants 3 Facilitate Photohomolysis 4 Photooxidants 5 Conclusion

Language: Английский

Citations

2
Organocatalyzed iodine-mediated reversible-deactivation radical polymerization via photoinduced charge transfer complex catalysis DOI
Xiang Li, Beibei Zhang, Zhixiang Wang

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110383 - 110383

Published: Aug. 1, 2024

Language: Английский

Citations

1
Photocatalytic Hydrodichloromethylation of Unactivated Alkenes with Chloroform DOI
Dawei Gong,

Caiyu Gao,

Yanlin Zhang

et al.

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

Published: Dec. 16, 2024

A visible-light-induced method for the hydrodichloromethylation of unactivated alkenes using chloroform (CHCl3) was developed, employing pyridine·BH3 as halogen atom transfer (XAT) reagent. The strategy showed a broad functional group tolerance, and 29 examples alkenes, including complex natural products or drug derivatives, have been established with good yields. Mechanistic studies indicated that CHCl3 serves both source dichloromethyl radical hydrogen (HAT) reagent, borane short-chain reaction process involved in this system. This represents novel approach without an additional HAT

Language: Английский

Citations

0
N-Heterocyclic nitrenium catalyzed photosynthesis of 3,3-disubstituted oxindoles from α-chloroanilides DOI

Kun‐Quan Chen,

Jia Zhang,

Dequn Sun

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

A photoinduced N-heterocyclic nitrenium-catalyzed strategy for the synthesis of 3,3-oxindoles from α-chloroanilides under transition-metal-free conditions was reported.

Language: Английский

Citations

0