芳基偶氮砜的芳基化及砜基化研究进展

芳基和砜基化合物在合成化学、药物化学、材料化学等领域具有广泛的应用价值.因此,其清洁、高效的构建方法备受人们的关注.芳基偶氮砜在光、电或热条件下可以发生C—N和S—N键均裂,产生芳基和砜基自由基,进而发生芳基化或砜基化反应选择性构建芳基或砜基化合物.归纳总结了近年来芳基偶氮砜参与的芳基化及砜基化反应最新研究进展,重点介绍了其合成方法及反应机理,并对该领域的未来发展进行了展望.

Visible-light-induced three-component reaction of quinoxalin-2(1H)-ones,alkenes and CF_(3)SO_(2)Na leading to 3-trifluoroalkylated quinoxalin-2(1H)-ones

A facile and metal-free visible-light-enabled three-component reaction of quinoxalin-2(1 H)-ones,alkenes and CF_(3)SO_(2)Na has been developed under air at room temperature.This photocatalytic tandem reaction using 4 CzIPN as the photocatalyst and air as the green oxidant,provides a mild and environmentally friendly approach to access a series of 3-trifluoroalkylated quinoxalin-2(1 H)-ones.

Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones

A mild and efficient photochemical multi-component tandem reaction of quinoxalin-2(1H)-ones, alkenes and sulfinic acids is reported. This tandem reaction could be conveniently carried out at room temperature by employing 4Cz IPN as the metal-free photocatalyst and dioxygen(air) as the environmentally benign oxidant. A number of sulfonated quinoxalin-2(1H)-ones were obtained in satisfactory yields with favorable functional group tolerance. Radical trapping experiment and fluorescence quenching experiments were performed to elucidate this visible-light mediated radical reaction process.

Catalyst-and additive-free selective sulfonylation/cyclization of 1,6-enynes with arylazo sulfones leading to sulfonylated γ-butyrolactams

A convenient and regioselective sulfonylation/cyclization of 1,6-enynes with arylazo sulfones has been developed to access a series of sulfonylated γ-butyrolactams.The present reaction could be efficiently conducted under catalyst-and additive-free conditions,in which C-S and C-C bonds were selectively constructed in one-pot procedure.

Metal-free visible-light-induced oxidative cyclization reaction of 1,6-enynes and arylsulfinic acids leading to sulfonylated benzofurans

A new and convenient visible-light-induced method has been developed for the synthesis of sulfonylated benzofurans via oxidative cyclization reaction of 1,6-enynes and arylsulfinic acids.This reaction was carried out under metal-free and mild conditions,in which the C-S,C-C and C=O bonds could be sequentially formed in one pot operation.