Issue 8, 2016

Synthesis of polysubstituted 1,2-dihydroquinolines and indoles via cascade reactions of arylamines and propargylic alcohols catalyzed by FeCl3·6H2O

Abstract

An efficient, environmentally friendly and high-yielding route from inexpensive starting materials to 1,2-dihydroquinolines has been developed. This procedure proceeded via a cascade Friedel–Crafts-type reaction and 6-endo-trig hydroamination under the catalysis of FeCl3·6H2O, involving the formation of two new σ (C–C and C–N) bonds in a single operation for the construction of a 1,2-dihydroquinoline skeleton in good to excellent yields.

Graphical abstract: Synthesis of polysubstituted 1,2-dihydroquinolines and indoles via cascade reactions of arylamines and propargylic alcohols catalyzed by FeCl3·6H2O

Supplementary files

Article information

Article type
Paper
Submitted
27 Dec 2015
Accepted
21 Jan 2016
First published
22 Jan 2016

Org. Biomol. Chem., 2016,14, 2515-2521

Author version available

Synthesis of polysubstituted 1,2-dihydroquinolines and indoles via cascade reactions of arylamines and propargylic alcohols catalyzed by FeCl3·6H2O

M. Shao, Y. Wu, Z. Feng, X. Gu and S. Wang, Org. Biomol. Chem., 2016, 14, 2515 DOI: 10.1039/C5OB02658J

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