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 s-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.
CITATION STYLE
Liu, B., Hu, Q., Wen, Y., Fang, B., Xu, X., & Hu, Y. (2019). Versatile dibenzothio[seleno]phenes via hexadehydro-Diels-Alder domino cyclization. Frontiers in Chemistry, 7(MAY). https://doi.org/10.3389/fchem.2019.00374
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