This synthesis demonstrates the formation of C-Se and C-Cl bonds in 3-chloro-benzo[b]selenophenes, highlighting the role of PhICl2 and KSeCN.
The reaction of diphenylpropynones with PhICl2/KSeCN in DMSO was found to deliver 3-chloro-benzo[b]selenophenes via an exclusive intramolecular cyclization encompassing oxidative C-Se/C-Cl bond formation. The electrophilic Cl-SeCN, generated in situ from the reaction of PhICl2 and KSeCN, was postulated to be crucial for annulation to occur.
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Wang et al. (2025) studied this question.
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