Rhodium-catalyzed arylthiolation reaction of nitroalkanes, diethyl malonate, and 1,2-diphenylethanone with diaryl disulfides: control of disfavored equilibrium reaction
作者： Mieko Arisawa , Yuri Nihei , Masahiko Yamaguchi
DOI: 10.1016/J.TETLET.2012.07.132
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摘要: Abstract In the presence of catalytic amounts RhH(PPh 3 ) 4 and 1,2-bis(diphenylphosphino)ethane (dppe), 1-nitroalkanes reacted with a diaryl disulfide giving 1-arylthio-1-nitroalkanes in air. The equilibrium to form thermodynamically disfavored products was shifted by rhodium-catalyzed oxidation thiols disulfides water. thiolation reaction cyclic nitroalkanes proceeded high yields provided that suitable were employed depending on substrate: di( p -chlorophenyl) used for 1-nitroalkanes, 1-nitrocyclopentane 1-nitrocycloheptane acidic α-protons (p K 16 17); -methoxyphenyl) 1-nitrocyclobutane 1-nitrocyclohexane less ca. 18). Related reactivities observed reactions malonate 1,2-diphenylethanone.
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