Unusual radical ipso-substitution reaction of an aromatic methoxy group induced by tris(trimethylsilyl)silane-AIBN or SmI2
2000
While conformationally favourable thiocarbamates bearing an
aromatic methoxy group undergo intramolecular ipso-substitution of
the methoxy group by treatment with tris(trimethylsilyl)silane (TTMSS) and
AIBN, either conformationally flexible or favourable ketones easily cyclise
into a five- or six-membered rings by treatment with SmI2.
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