From insertion to multicomponent coupling: temperature dependent reactions of arynes with aliphatic alcohols

Thangaraj, Manikandan ; Bhojgude, Sachin Suresh ; Mane, Manoj V. ; Biju, Akkattu T. (2016) From insertion to multicomponent coupling: temperature dependent reactions of arynes with aliphatic alcohols Chemical Communications, 52 (8). pp. 1665-1668. ISSN 1359-7345

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Official URL: http://doi.org/10.1039/C5CC08307A

Related URL: http://dx.doi.org/10.1039/C5CC08307A

Abstract

The temperature dependent selectivity switch in the reaction of arynes with aliphatic alcohols in THF has been reported. At −20 °C, arynes smoothly insert into the O–H bond of alcohols to form alkyl aryl ethers. Interestingly, at 60 °C, a highly selective multicomponent coupling occurs with the solvent THF acting as the nucleophilic trigger affording (4-(alkoxy)butoxy)arenes.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry
ID Code:128664
Deposited On:03 Nov 2022 06:52
Last Modified:03 Nov 2022 06:52

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