An efficient approach using a photocatalytic strategy for C−H perfluoroalkylation of quinoxalinones under aerobic oxidation condition has been developed. Such transformation employs readily available sodium perfluoroalkanesulfinates as perfluoroalkylation reagents and demonstrates good functional group compatibility, affording corresponding products in moderate to good yields. Compared with previous procedures, this protocol uses oxygen as oxidant, and avoids the use of external additive. A radical mechanism is involved in this perfluoroalkylation reaction.magnified image

Copper(II)-Catalyzed Remote Sulfonylation of Aminoquinolines with SodiumSulfinates via Radical Coupling. -The efficient sulfonylation of N-(quinolin--8-yl)benzamide derivatives occurs at the C5 position generating environmentally benign byproducts by utilizing stable and safe sodium sulfinates as sulfide sources. A series of quinolinyl benzamides is successfully obtained in good yields. In particular, they are less unpleasantly odorous and more environmentally friendly than previous means. -(XIA*, C.; WANG, K.; XU, J.; WEI, Z.; SHEN, C.; DUAN, G.; ZHU, Q.; ZHANG, P.; RSC Adv. 6 (2016) 43, 37173-37179,

A highly efficient and practical procedure for palladium-catalyzed direct thioetherification of quinolone derivatives with diaryl disulfides through decarboxylative C-S coupling has been established. The reaction could proceed smoothly under air in the presence of Pd(OAc)2 and Ag2 CO3 in DMSO. This protocol provides an appealing alternative to existing approaches to construct aryl sulfides of quinolone derivatives, which may be used as key intermediates in the synthesis of drug candidates.

Ortho-sulfonylated azobenzenes were obtained in moderate to high yields by direct ortho-sulfonylation of azobenzenes C-H bond with arylsulfonyl chlorides.

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