Issue 4, 2014

Electrophilic ipso-iodocyclization of N-benzyl-N-(1-naphthyl)propiolamides: synthesis of complex polycyclic lactams

Abstract

An intramolecular electrophilic ipso-iodocyclization of N-benzyl-N-(1-naphthyl)propiolamides combined with the Friedel–Crafts-type reaction for the synthesis of complex polycyclic lactams is reported. The resulting iodinated cyclization product can provide a very useful handle for further structural manipulation.

Graphical abstract: Electrophilic ipso-iodocyclization of N-benzyl-N-(1-naphthyl)propiolamides: synthesis of complex polycyclic lactams

Supplementary files

Article information

Article type
Paper
Submitted
09 Oct 2013
Accepted
18 Nov 2013
First published
19 Nov 2013

Org. Biomol. Chem., 2014,12, 643-650

Electrophilic ipso-iodocyclization of N-benzyl-N-(1-naphthyl)propiolamides: synthesis of complex polycyclic lactams

L. Wang, H. Zhu, Y. Qiu, X. Liu and Y. Liang, Org. Biomol. Chem., 2014, 12, 643 DOI: 10.1039/C3OB42020E

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