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

Ramesh Yella, Hugo E. Gottlieb, Shmaryahu Hoz

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


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.

Original languageEnglish
Pages (from-to)8929-8932
Number of pages4
JournalJournal of Organic Chemistry
Issue number17
StatePublished - 4 Sep 2015

Bibliographical note

Publisher Copyright:
© 2015 American Chemical Society.


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