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Literature DB >> 29888600

Sulfonamide Synthesis via Calcium Triflimide Activation of Sulfonyl Fluorides.

Paramita Mukherjee¹, Cristian P Woroch², Leah Cleary¹, Mark Rusznak², Ryan W Franzese², Matthew R Reese¹, Joseph W Tucker¹, John M Humphrey¹, Sarah M Etuk², Sabrina C Kwan², Christopher W Am Ende¹, Nicholas D Ball².

Abstract

A method using calcium triflimide [Ca(NTf2)2] as a Lewis acid to activate sulfonyl fluorides toward nucleophilic addition with amines is described. The reaction converts a wide array of sterically and electronically diverse sulfonyl fluorides and amines into the corresponding sulfonamides in good yield.

Entities: Chemical

Year: 2018 PMID： 29888600 PMCID： PMC9233624 DOI： 10.1021/acs.orglett.8b01520

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.072

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6. Sulfonyl fluorides as alternative to sulfonyl chlorides in parallel synthesis of aliphatic sulfonamides.

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8. Efficient preparation of new fluorinated lithium and ammonium sulfonimides.

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Review 9. Sulfur-Containing Agrochemicals.

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10. Sulfonyl fluorides as privileged warheads in chemical biology.

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2. Modular Two-Step Route to Sulfondiimidamides.

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5. Metal-Free Electrochemical Synthesis of Sulfonamides Directly from (Hetero)arenes, SO₂ , and Amines.

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6. Rh-Catalyzed Highly Enantioselective Synthesis of Aliphatic Sulfonyl Fluorides.

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7. Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents.

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8. Introducing SuFNucs: Sulfamoyl-Fluoride-Functionalized Nucleosides That Undergo Sulfur Fluoride Exchange Reaction.

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10. Modular Synthesis of Alkenyl Sulfamates and β-Ketosulfonamides via Sulfur(VI) Fluoride Exchange (SuFEx) Click Chemistry and Photomediated 1,3-Rearrangement.

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