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

Ramesh Yella; Hugo E. Gottlieb; Shmaryahu Hoz

doi:10.1021/acs.joc.5b01572

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

Ramesh Yella
, Hugo E. Gottlieb
, Shmaryahu Hoz

Department of Chemistry

Bar-Ilan University

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

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.

Original language	English
Pages (from-to)	8929-8932
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	80
Issue number	17
DOIs	https://doi.org/10.1021/acs.joc.5b01572
State	Published - 4 Sep 2015

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Publisher Copyright:
© 2015 American Chemical Society.

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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.",

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AB - 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.

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

Abstract

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