We
report a protocol for the synthesis of 3-organyl-4-(organylchalcogenyl)isoquinoline-2-oxides
via electrophilic cyclization between alkynylbenzaldoximes and diorganyl
dichalcogenides promoted by Oxone. A total of 21 3-organyl-4-(organylchalcogenyl)isoquinoline-2-oxides
were selectively obtained in yields of up 93% under an ultrasound
irradiation condition in short reaction times (10–70 min).
Additionally, the synthetic usefulness of the 3-phenyl-4-(phenylselanyl)isoquinoline-2-oxide
was demonstrated in the annulation reaction with 1-(2-bromophenyl)-3-phenylprop-2-yn-1-one
and in the deoxygenation reaction with phenylboronic acid.
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