Jump to main content
Jump to site search

Issue 13, 2016
Previous Article Next Article

Nazarov cyclization of 1,4-pentadien-3-ols: preparation of cyclopenta[b]indoles and spiro[indene-1,4′-quinoline]s

Author affiliations

Abstract

The first Lewis acid-catalyzed intramolecular interrupted Nazarov cyclization of 1,4-pentadien-3-ols is described. Using FeBr3 as the catalyst, a series of new substituted cyclopenta[b]indoles was prepared—through a sequence of Nazarov cyclization, nucleophilic amination, and isomerization—with good yields and high diastereo- and regioselectivities. A similar catalytic process was also developed for the synthesis of structurally interesting spiro[indene-1,4′-quinoline]s.

Graphical abstract: Nazarov cyclization of 1,4-pentadien-3-ols: preparation of cyclopenta[b]indoles and spiro[indene-1,4′-quinoline]s

Back to tab navigation

Supplementary files

Article information


Submitted
24 Oct 2015
Accepted
23 Dec 2015
First published
24 Dec 2015

Chem. Commun., 2016,52, 2811-2814
Article type
Communication
Author version available

Nazarov cyclization of 1,4-pentadien-3-ols: preparation of cyclopenta[b]indoles and spiro[indene-1,4′-quinoline]s

Z. Wang, X. Xu, Z. Gu, W. Feng, H. Qian, Z. Li, X. Sun and O. Kwon, Chem. Commun., 2016, 52, 2811
DOI: 10.1039/C5CC08596A

Social activity

Search articles by author

Spotlight

Advertisements