Journal of the Chemical Society. Perkin transactions I p. 3008 - 3011 (1981)
Update date:2022-07-30
Topics:
Cooper, Melanie M.
Hignett, Geoffrey J.
Joule, John A.
The synthesis are described of <2>benzoxepino<4,3-b>indol-11(6H,12H)-one, (12a) and 12-methylpyrido<4',3':3,4>oxepino<3,2-b>indol-5(6H,12H)-one, (5), by sequences involving the first examples of intramolecular nucleophilic substitution at an indole β-position, with departure of phenylsulphinate as leaving group from nitrogen.The spectroscopic and chemical evidence supporting the structures for these new heterocyclic systems, and thus by implication the operation of indole β-nucleophilic substitution, are detailed.
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