Synthesis of Spirocyclic Indolines by Interruption of the Bischler–Napieralski Reaction
Name
Movassaghi_Synthesis of spirocyclic.pdf
Size
477.4 KB
Format
Adobe PDF
Checksum (MD5)
f8a4e2ccd44b5fea435bb797286e7bbd
Author(s) •
Medley, Jonathan William
Movassaghi, Mohammad
Date Issued
July 2013
Journal
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
Abstract
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1021/ol401465y