Synthesis of Spirocyclic Indolines by Interruption of the Bischler–Napieralski Reaction
Author(s)
Medley, Jonathan William; Movassaghi, Mohammad
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The development of a versatile method for the synthesis of spirocyclic pyrrolidinoindolines is discussed. Treatment of N-acyltryptamines with trifluoromethanesulfonic anhydride–2-chloropyridine reagent combination affords highly persistent spiroindoleninium ions that are subject to intra- and intermolecular addition at C2 by nucleophiles.
Date issued
2013-07Department
Massachusetts Institute of Technology. Department of ChemistryJournal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Medley, Jonathan William, and Mohammad Movassaghi. “Synthesis of Spirocyclic Indolines by Interruption of the Bischler–Napieralski Reaction.” Org. Lett. 15, no. 14 (July 19, 2013): 3614–3617.
Version: Author's final manuscript
ISSN
1523-7060
1523-7052