PhICl2/KSeCN Mediated Synthesis of Selenopheno[3,2-b]indoles and 3-Selenocyanato-2-benzoselenophene Indoles from 1,3-Diynes via Double Electrophilic Cyclization

Abstract

A hypervalent iodine-enabled double intramolecular electrophilic cyclization of 1,3-diynes has been employed in the synthesis of selenopheno[3,2-b]indoles and 3-selenocyanato-2-benzoselenophene indoles. A plausible mechanism involving the in situ formation of the reactive Cl-SeCN species from the reaction of PhICl₂ and KSeCN, followed by cascade cyclization involving C–N/C–Se bond formations, was postulated.