1616974-33-4Relevant academic research and scientific papers
Sulfinates from Amines: A Radical Approach to Alkyl Sulfonyl Derivatives via Donor-Acceptor Activation of Pyridinium Salts
Andrews, Jonathan A.,Pantaine, Lo?c R. E.,Palmer, Christopher F.,Poole, Darren L.,Willis, Michael C.
supporting information, p. 8488 - 8493 (2021/11/01)
Synthetically versatile alkyl sulfinates can be prepared from readily available amines, using Katritzky pyridinium salt intermediates. In a catalyst-free procedure, primary, secondary, and benzylic alkyl radicals are generated by photoinduced or thermally induced single-electron transfer (SET) from an electron donor-acceptor (EDA) complex, and trapped by SO2 to generate sulfonyl radicals. Hydrogen atom transfer (HAT) from Hantzsch ester gives alkyl sulfinate products, which are used to prepare a selection of medicinal chemistry relevant sulfonyl-containing motifs.
Ru/Ni Dual Catalytic Desulfinative Photoredox Csp2-C sp3Cross-Coupling of Alkyl Sulfinate Salts and Aryl Halides
Knauber, Thomas,Chandrasekaran, Ramalakshmi,Tucker, Joseph W.,Chen, Jinshan Michael,Reese, Matthew,Rankic, Danica A.,Sach, Neal,Helal, Christopher
, p. 6566 - 6569 (2017/12/26)
A mild Ru/Ni dual catalytic desulfinative photoredox Csp2-Csp3 cross-coupling reaction of alkyl sulfinate salts with aryl halides has been developed. The optimized catalyst system, consisting of Ru(bpy)3Cl2, Ni(COD)2, and DBU, smoothly mediates the coupling of a diverse set of secondary and primary nonactivated alkyl sulfinate salts with a broad range of electron-deficient aryl bromides, electron-rich aryl iodides, and heteroaryl bromides under irradiation with blue light. The procedure is ideal for late-stage introduction of alkyl groups on pharmaceutical intermediates, and the Csp2-Csp3 cross-coupling reaction allowed the rapid synthesis of caseine kinase 1 inhibitor analogues via a parallel medicinal chemistry effort.
Expedient synthesis of biologically important sulfonylmethyl pyrimidines
Blades, Kevin,Demeritt, Julie,Fillery, Shaun,Foote, Kevin M.,Greenwood, Ryan,Gregson, Clare,Hassall, Lorraine A.,McGuire, Thomas M.,Pike, Kurt G.,Williams, Emma
supporting information, p. 3851 - 3855 (2014/07/08)
Two novel synthetic strategies that allow rapid diversification of the sulfone moiety in sulfonylmethyl pyrimidines, a class of compounds with a wide range of biological activity, which are of interest in a wide variety of drug discovery programmes, are described.
