The Journal of Organic Chemistry · 2006 · 146 citations · 48 references
Natural SciencesChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisBenzothiophene ChemistryHeterocycle FunctionalizationMild Reaction ConditionsRing-forming ReactionsSilyl Protecting Groups
2,3-Disubstituted benzo[b]selenophenes have been prepared by the electrophilic cyclization of various 1-(1-alkynyl)-2-(methylseleno)arenes by Br2, NBS, I2, ICl, PhSeCl, PhSeBr, and Hg(OAc)2. This method tolerates a wide variety of functional groups, including alcohol, ester, nitrile, nitro, and silyl groups, and proceeds under exceptionally mild reaction conditions.
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