A novel and practical method for the selenosulfonation of alkynes with the insertion of sulfur dioxide has been developed. A series of β-(seleno)vinyl sulfones with high levels of regio-and stereoselectivity have been prepared. The key features of this reaction include a broad substrate scope, excellent functional-group tolerance, and amenability to scale-up synthesis. A plausible radical mechanism is proposed to illustrate this reaction.
A visible-light-enabled selective oxidation of alcohols to aldehydes has been developed under transitionmetal-free conditions. Utilizing eosin Y as the direct hydrogen-atom transfer (HAT) photocatalyst and molecular oxygen as the terminal oxidant, both aromatic and aliphatic aldehydes could be obtained in moderate to good yields. Using this approach, various quinazolinones, including two real drug molecules, were easily synthesized from the corresponding o-aminobenzamides and alcohols. Scheme 1. Visible-light-enabled selective oxidation of alcohols to aldehydes and synthesis of quinazolinones from alcohols and o-aminobenzamides.
A novel and environmentally benign method for C-S and C-N bond formation by the direct amidosulfenylation of alkenes has been developed under metal-free conditions. Various alkenes and azoles were transformed into the corresponding β-azolyl sulfides in ionic liquids. The wide substrate scope, good functional group tolerance, and ease of operation make this reaction attractive for the synthesis of nitrogen- and sulfur-containing molecules.
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