Journal
ORGANIC LETTERS
Volume 16, Issue 23, Pages 6060-6063Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol502783j
Keywords
-
Categories
Funding
- UGC, New Delhi for a Kothari fellowship
- DST
Ask authors/readers for more resources
Copper-catalyzed oxidative ring-expansion/intramolecular electrophilic substitution of 3-dienylindoles leading to cyclopenta[c]quinolines and 3-indenylindoles under aerobic conditions is described. The precursors, 3-dienylindoles, are formed via Friedel-Crafts alkenylation followed by isomerization reactions of 2-substituted indoles with tertiary propargyl alcohols under Bronsted acid mediation. The methyl (sp(3)-C) group present in the propargyl alcohol becomes a part of a six-membered ring in the final ring-expansion products, the cyclopenta[c]quinolines which are fluorescence active. Based on these observations, a novel one-pot strategy for ring expansion from indole to cyclopenta[c]quinoline is discovered.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available