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The use of N-sulfenyl substituents as protecting groups is known in peptide synthesis; see a) L. Zervas, D. Borovas, E. Gazis, J. Am. Chem. Soc. 1963, 85, 3660-3666;
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List and co-workers showed that the treatment of tryptamine with propionaldehyde and substoichiometric trifluoroacetic acid leads to the formation of aldol-condensation products (see Ref. [6b]).
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The extension of this method with N-sulfenyliminium ions to isoquinoline synthesis is presently under investigation.
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The extension of this method with N-sulfenyliminium ions to isoquinoline synthesis is presently under investigation.
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