20.500.12556/RUL-160180 Access to β-lactam sulfonamides from sulfamoyl chlorides via photoredox catalyzed C–S bond formation Sulfonyl chlorides are a synthetically attractive source of sulfonyl radicals in photoredox catalysis and are useful precursors in the synthesis of sulfones. Sulfamoyl chlorides, on the other hand, remain poorly represented despite their similar potential. In this study, N-chlorosulfonylated β-lactams were prepared from readily available precursors and utilized in an atom transfer radical addition (ATRA) reaction with a variety of olefins, producing β-lactam sulfonamides in 49–95% yields. β-Lactams fused to a dihydro-1,2-thiazine ring which closely resemble carbacephems, a widely used class of antibiotics, were also synthesized by an intra-molecular ATRA reaction. This methodology enables the preparation of β-lactam sulfonamides, a class of compounds that are of great interest in pharmacology. β-lactams photocatalysis sulfonamides sulfamoyl chlorides β-laktami fotokataliza sulfonamidi sulfamoil kloridi true false true Angleški jezik Slovenski jezik Članek v reviji 2024-08-22 13:17:49 2024-08-22 13:17:49 2024-08-27 03:52:25 0000-00-00 00:00:00 2024 0 0 Str. 3310-3315 iss. 15 Vol. 366 Aug. 2024 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.7:544.526.5 1615-4150 10.1002/adsc.202400311 199399939 Adv_Synth_Catal_-_2024_-_Petek_-_Access_to__‐Lactam_Sulfonamides_from_Sulfamoyl_Chlorides_via_Photoredox_Catalyzed_C_S_Bond.pdf Adv_Synth_Catal_-_2024_-_Petek_-_Access_to__‐Lactam_Sulfonamides_from_Sulfamoyl_Chlorides_via_Photoredox_Catalyzed_C_S_Bond.pdf 1 CAEB4280A988B3F4B1796E74EC1D0D00 440c3f0304ee89fe25a937fbe921408ac31d5354f4c2e5271e0799ca72e5b9b7 e0fb67be-63aa-11ef-8f74-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=188955 https://onlinelibrary.wiley.com/doi/10.1002/adsc.202400311 1 f3762f4d-6077-11ef-8f74-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=188701 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0