A Simple Method for the Formation of α‐Thioalkyl Radicals and the Promotion of Carbon‐Carbon Bond Formation by Photoirradiation of Electron Donor‐Acceptor Complexes-Reference-Cited by-同舟云学术

A Simple Method for the Formation of α‐Thioalkyl Radicals and the Promotion of Carbon‐Carbon Bond Formation by Photoirradiation of Electron Donor‐Acceptor Complexes

Published:2023-08-31 Issue:10 Volume:12 Page:
ISSN:2193-5807
Container-title:Asian Journal of Organic Chemistry
language:en
Short-container-title:Asian J Org Chem

Author:

Roy Pijush Kanti¹²,Hitomi Yutaka¹^ORCID

Affiliation:

1. Department of Applied Chemistry Graduate School of Science and Engineering Doshisha University 1-3 Tatara Miyakodani Kyotanabe Kyoto 610-0321 Japan

2. Department of Chemistry Faculty of Science Mawlana Bhashani Science and Technology University Tangail 1902 Bangladesh

Abstract

AbstractThis study documents the formation of an electron donor‐acceptor complex between thioanisole and benzylidenemalononitrile. Upon irradiation, the electron donor‐acceptor complex generates α‐thioalkyl radicals, facilitating carbon‐carbon bond formation. Mechanistic investigations underscore the crucial roles of both one‐electron oxidation and deprotonation processes in achieving a reaction yield up to 43 %.

Funder

Japan Science and Technology Agency

Publisher

Wiley

Subject

Organic Chemistry

Link

https://onlinelibrary.wiley.com/doi/am-pdf/10.1002/ajoc.202300378

Reference21 articles.

1. Recent Advances in the Synthesis of Sulfides, Sulfoxides and Sulfones via C-S Bond Construction from Non-Halide Substrates

2. Photoadditions of ethers, thioethers, and amines to 9,10-dicyanoanthracene by electron transfer pathways

3. New synthetic methods via radical cation fragmentation

4. Sulfur Radical Cations. Kinetic and Product Study of the Photoinduced Fragmentation Reactions of (Phenylsulfanylalkyl)trimethylsilanes and Phenylsulfanylacetic Acid Radical Cations

5. Alkyl- and aryl-thioalkylation of olefins with organotrifluoroborates by photoredox catalysis

Cited by 1 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Blue Light‐Promoted Synthesis of Thiochromenopyrroledione Derivatives via Titanium Dioxide‐Catalyzed Dual Carbon–Carbon Bond Formation with Thioanisole and Maleimide Derivatives;Advanced Synthesis & Catalysis;2023-11-28