Issue 1, 2013

Divergent reaction pathways for phenol arylation by arynes: synthesis of helicenes and 2-arylphenols

Abstract

Two reactions of phenols with arynes have been developed. If LiTMP base is employed, arynes generated from aryl chlorides react with phenols to form helicenes. o-Arylation of phenols can be achieved by employing tBuONa base in the presence of AgOAc. Direct arylation of binol was achieved leading to the shortest pathway to o,o′-diarylbinols.

Graphical abstract: Divergent reaction pathways for phenol arylation by arynes: synthesis of helicenes and 2-arylphenols

Supplementary files

Article information

Article type
Edge Article
Submitted
16 Aug 2012
Accepted
02 Oct 2012
First published
18 Oct 2012

Chem. Sci., 2013,4, 531-535

Divergent reaction pathways for phenol arylation by arynes: synthesis of helicenes and 2-arylphenols

T. Truong and O. Daugulis, Chem. Sci., 2013, 4, 531 DOI: 10.1039/C2SC21288A

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