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

TitleFrom insertion to multicomponent coupling: temperature dependent reactions of arynes with aliphatic alcohols
Publication TypeJournal Article
Year of Publication2016
AuthorsThangaraj, M, Bhojgude, SSuresh, Mane, MV, Biju, AT
JournalChemical Communications
Volume52
Issue8
Pagination1665-1668
Date PublishedNOV
ISSN1359-7345
Abstract

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

DOI10.1039/c5cc08307a
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

6.567

Divison category: 
Organic Chemistry