ArticleAngewandte Chemie (International ed. in English)2016
Palladium(II)-Catalyzed Synthesis of Sulfinates from Boronic Acids and DABSO: A Redox-Neutral, Phosphine-Free Transformation.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
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Who cites it
26 citing papers in PubMed.
- Streamlining SuFEx Inhibitor Development: A Unified Approach Using Photolabile and Orthogonal Sulfinate Protecting Groups.Angewandte Chemie (International ed. in English) · 2025Article
- Advances in sulfonyl exchange chemical biology: expanding druggable target space.Chemical science · 2025Review
- An efficient and mild oxidative approach from thiols to sulfonyl derivatives with DMSO/HBr.Chemical science · 2023Article
- Photocatalytic conversion of aryl diazonium salts to sulfonyl fluorides.Tetrahedron · 2023Article
- Decarboxylative Sulfinylation Enables a Direct, Metal-Free Access to Sulfoxides from Carboxylic Acids.Angewandte Chemie (International ed. in English) · 2022Article
- Scalable, Chemoselective Nickel Electrocatalytic Sulfinylation of Aryl Halides with SOAngewandte Chemie (International ed. in English) · 2022Article
- An Efficient Method for the Preparation of Sulfonamides from Sodium Sulfinates and Amines.ChemistryOpen · 2022Article
- Visible-light-induced one-pot synthesis of sulfonic estersRSC advances · 2022Article
- Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation.Chemical science · 2022Article
- Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides.Journal of the American Chemical Society · 2021Article
- Divergent reactivity of sulfinates with pyridinium salts based on one-Chemical science · 2021Article
- Site-Selective C-H Functionalization-Sulfination Sequence to Access Aryl Sulfonamides.Organic letters · 2020Article
- Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents.Angewandte Chemie (International ed. in English) · 2019Article
- Indolylboronic Acids: Preparation and Applications.Molecules (Basel, Switzerland) · 2019Review
- Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.Chemical reviews · 2019Article
- Catalytic Isohypsic-Redox Sequences for the Rapid Generation of CChemistry (Weinheim an der Bergstrasse, Germany) · 2018Article
- Efficient synthesis of 3-sulfolenes from allylic alcohols and 1,3-dienes enabled by sodium metabisulfite as a sulfur dioxide equivalent.Organic & biomolecular chemistry · 2018Article
- Double SOACS omega · 2018Article
- Oxidative β-C-H sulfonylation of cyclic amines.Chemical science · 2018Article
- Direct sulfonylation of anilines mediated by visible light.Chemical science · 2018Article
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3 authors.
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Abstract
A redox-neutral palladium(II)-catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized. A simple Pd(OAc)2 catalyst, in combination with the sulfur dioxide surrogate 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO), is sufficient to achieve rapid and high-yielding conversion of the boronic acids into the corresponding sulfinates. Addition of C- or N-based electrophiles then allows conversion into sulfones and sulfonamides, respectively, in a one-pot, two-step process.
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