Iodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline N-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-Sulfonylquinolines

Ladawan SumunneeChonchanok BuathongjanChaleena PimpasriSirilata YotphanMahidol University2018-12-212019-03-142018-12-212019-03-142017-01-01European Journal of Organic Chemistry. Vol.2017, No.5 (2017), 1025-1032109906901434193X2-s2.0-85011969720https://repository.li.mahidol.ac.th/handle/20.500.14594/42267© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim A highly efficient iodine/TBHP-mediated one-pot deoxygenative and regioselective 2-sulfonylation of quinoline N-oxides with sodium sulfinate salts has been developed. This metal-, base-, and phosphorus-free protocol employs readily accessible and easy-to-handle reagents and can be conveniently carried out at room temperature under mild conditions, providing an alternative access to a series of 2-sulfonylquinolines and other related heteroaryl sulfone products in moderate-to-excellent yields within a short reaction time.Mahidol UniversityChemistryIodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline N-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-SulfonylquinolinesArticleSCOPUS10.1002/ejoc.201601443