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A [2 + 3] Reductive Cyclodimerization of Quinoline by SmI2.

Authors :
Yella R
Gottlieb HE
Hoz S
Source :
The Journal of organic chemistry [J Org Chem] 2015 Sep 04; Vol. 80 (17), pp. 8929-32. Date of Electronic Publication: 2015 Aug 26.
Publication Year :
2015

Abstract

Pyridine and its derivatives are rather difficult to reduce, and the products often undergo a very fast reoxidation to regain aromaticity. The reduction of quinoline by SmI2 results in an instantaneous [2 + 3] cyclization reaction, forming a bridged seven-membered ring within a polycyclic system.

Details

Language :
English
ISSN :
1520-6904
Volume :
80
Issue :
17
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
26266694
Full Text :
https://doi.org/10.1021/acs.joc.5b01572