Copper-assisted Wittig-type olefination of aldehydes with <i>p</i>-toluenesulfonylmethyl isocyanide-Reference-Cited by-同舟云学术

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Copper-assisted Wittig-type olefination of aldehydes with p-toluenesulfonylmethyl isocyanide

Published:2022 Issue:15 Volume:9 Page:4158-4163
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Wang Yi-Chun¹,Chen Xinyi¹,Alvey Gregory R.²,Shatskiy Andrey²^ORCID,Liu Jian-Quan¹²^ORCID,Kärkäs Markus D.²^ORCID,Wang Xiang-Shan¹^ORCID

Affiliation:

1. School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials Jiangsu Normal University, Xuzhou, Jiangsu 221116, China

2. Department of Chemistry, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden

Abstract

A copper-assisted Wittig-type olefination of aldehydes and p-toluenesulfonyl isocyanide (TosMIC) is disclosed, providing an operationally simple approach to (E)-vinyl sulfone with various functional groups under mild reaction conditions.

Funder

National Natural Science Foundation of China

Priority Academic Program Development of Jiangsu Higher Education Institutions

Vetenskapsrådet

Magnus Bergvalls Stiftelse

Kungliga Tekniska Högskolan

Wenner-Gren Stiftelserna

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/QO/D2QO00472K

Reference44 articles.

1. Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis

2. Recent advances in chelation-assisted site- and stereoselective alkenyl C–H functionalization

3. Bidentate Directing Groups: An Efficient Tool in C–H Bond Functionalization Chemistry for the Expedient Construction of C–C Bonds

4. Metal-Catalyzed Intermolecular Hydrofunctionalization of Allenes: Easy Access to Allylic Structures via the Selective Formation of C–N, C–C, and C–O Bonds

5. Copper-Catalyzed Oxidative Carbon–Carbon and/or Carbon–Heteroatom Bond Formation with O2 or Internal Oxidants

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1. Divergent Reaction of Alkynes and TsCN: Synthesis of β-Sulfinyl Alkenylsulfones and (E)-Vinyl Sulfones;The Journal of Organic Chemistry;2024-08-16

2. Visible-Light-Induced Synthesis of Vinyl Sulfones via Decarboxylative Sulfonylation of Cinnamic Acids Using Sulfonylazides/p-Toluenesulfonylmethyl Isocyanide/β-Keto Sulfones;The Journal of Organic Chemistry;2024-07-16

3. Silver‐Enabled Cycloaddition of Bicyclobutanes with Isocyanides for the Synthesis of Polysubstituted 3‐Azabicyclo[3.1.1]heptanes;Angewandte Chemie International Edition;2024-04-15

4. Silver‐Enabled Cycloaddition of Bicyclobutanes with Isocyanides for the Synthesis of Polysubstituted 3‐Azabicyclo[3.1.1]heptanes;Angewandte Chemie;2024-04-15

5. Cu(II)-Mediated Sulfonylation of (Hetero)arenes with TosMIC Using Monodentate Directing Groups;The Journal of Organic Chemistry;2024-02-22

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