A Redox‐neutral Nickel‐catalysed Sulfonylation of (Hetero)aryl Boronic Acids with 2‐Chlorothiazoles-Reference-Cited by-同舟云学术

A Redox‐neutral Nickel‐catalysed Sulfonylation of (Hetero)aryl Boronic Acids with 2‐Chlorothiazoles

Published:2023-10-26 Issue:23 Volume:18 Page:
ISSN:1861-4728
Container-title:Chemistry – An Asian Journal
language:en
Short-container-title:Chemistry An Asian Journal

Author:

Zhang Honglei¹,Zhu Haibo¹^ORCID,Zhang Yingying¹,Ren Gaowen¹,Fang Weiwei²,Fan Qiangwen¹,Xie Zongbo¹

Affiliation:

1. Jiangxi Province Key Laboratory of Synthetic Chemistry School of Chemistry and Materials Science East China University of Technology Nanchang 330013 P. R. China

2. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources International Innovation Center for Forest Chemicals and Materials College of Chemical Engineering Nanjing Forestry University 159 Longpan Road Nanjing P. R. China

Abstract

AbstractA redox‐neutral nickel‐catalysed sulfonylation for arylsulfone synthesis was developed. (Hetero)aryl boronic acids reacted with potassium metabisulfite (K2S2O5) and readily available 2‐chlorothiazoles in the presence of air‐stable Ni(OTf)2 and 4,4‐di‐tert‐butyl bipyridine (dtbpy) as a commercially available ligand to produce the corresponding 2‐sulfonylthiazoles in moderate to excellent yields. This practical protocol tolerates a wide range of substrates including boronic acids and 2‐chloro(benzo)thiazoles without additional bases, allowing the direct synthesis of functional arylsulfones.

Funder

National Natural Science Foundation of China

Jiangxi Provincial Key Laboratory of Synthetic Chemistry

Publisher

Wiley

Subject

General Chemistry,Biochemistry,Organic Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/asia.202300757

Reference51 articles.

1. Recent advances in C–S bond formation via C–H bond functionalization and decarboxylation

2. Aerobic Oxysulfonylation of Alkenes Leading to Secondary and Tertiary β-Hydroxysulfones

3. Recent advances in copper-catalyzed dehydrogenative functionalization via a single electron transfer (SET) process

4. Inhibition of Tobacco Bacterial Wilt with Sulfone Derivatives Containing an 1,3,4-Oxadiazole Moiety

5. Modern Crop Protection Compounds(Eds.: W. Kramer U. Schirmer) Wiley-VCH Weinheim 2007 pp. 93–112.

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. Deep eutectic solvents as sustainable media for multicomponent sulfonylation: an efficient strategy to synthesize (hetero)aryl sulfones;Green Chemistry;2024