ArticleThe Journal of organic chemistry2020
Sulfinamide Synthesis Using Organometallic Reagents, DABSO, and Amines.
Article in The Journal of organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Direct access to ligand-like sulfonamide librariesRSC advances · 2026Article
- Anode-induced arylthiol-amine cross-coupling: A nontraditional strategy to access sulfinamides.Science advances · 2026Article
- Site-Selective C-H Sulfinamidation through Electron-Donor-Acceptor Complex Photoactivation and Radical Addition into Sulfinylamine Reagents.Organic letters · 2025Article
- Palladium-Catalyzed Addition of Aryl Halides toJournal of the American Chemical Society · 2024Article
- A Sulfoxide Reagent for One-Pot, Three-Component Syntheses of Sulfoxides and Sulfinamides.Angewandte Chemie (International ed. in English) · 2022Article
- Scalable, Chemoselective Nickel Electrocatalytic Sulfinylation of Aryl Halides with SOAngewandte Chemie (International ed. in English) · 2022Article
- A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides.Organic letters · 2022Article
- Exploiting Configurational Lability in Aza-Sulfur Compounds for the Organocatalytic Enantioselective Synthesis of Sulfonimidamides.Angewandte Chemie (International ed. in English) · 2021Article
- Divergent reactivity of sulfinates with pyridinium salts based on one-Chemical science · 2021Article
- Hydroxylamine-Derived Reagent as a Dual Oxidant and Amino Group Donor for the Iron-Catalyzed Preparation of Unprotected Sulfinamides from Thiols.Angewandte Chemie (International ed. in English) · 2021Article
- A new electrochemical strategy for the synthesis of a new type of sulfonamide derivatives.Scientific reports · 2020Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We report the synthesis of sulfinamides using organometallic reagents, a sulfur dioxide reagent, and nitrogen based-nucleophiles. The addition of an organometallic reagent to the commercially available sulfur dioxide surrogate, DABSO, generates a metal sulfinate which is reacted with thionyl chloride to form a sulfinyl chloride intermediate. Trapping the sulfinyl chlorides in situ with a variety of nitrogen nucleophiles delivers sulfinamides in 32-83% yields. Each stage of the process is performed at room temperature, and the total reaction time is only 1.5 h.
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Registered trials
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