Data_Sheet_8_Versatile Dibenzothio[seleno]phenes via Hexadehydro-Diels–Alder Domino Cyclization.CDX (21.43 kB)

Data_Sheet_8_Versatile Dibenzothio[seleno]phenes via Hexadehydro-Diels–Alder Domino Cyclization.CDX

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posted on 24.05.2019, 08:04 by Baohua Liu, Qiong Hu, Yinshan Wen, Bo Fang, Xiaoliang Xu, Yimin Hu

A facile strategy to synthesize highly substituted dibenzoselenophenes and dibenzothiophenes by a domino hexadehydro-Diels–Alder reaction is reported in this article. The formation of three new C–C bonds, one new Caryl–Se/Caryl–S bond, and C–H σ-bond migration via one-pot multiterminal cycloaddition reactions were involved in over three transformations. The target tetracyclic compounds were prepared from tetraynes with a triphenylphosphine selenide or triphenylphosphine sulfide. This reaction played a pivotal role in constructing natural thio[seleno]phene cores, which were highly substituted, and is a robust method for producing fused heterocycles.

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