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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.

SUBMITTER: Truong T

PROVIDER: S-EPMC3783345 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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Divergent Reaction Pathways for Phenol Arylation by Arynes: Synthesis of Helicenes and 2-Arylphenols.

Truong Thanh T Daugulis Olafs O

Chemical science 20130101

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. <i>o</i>-Arylation of phenols can be achieved by employing <i>t</i>BuONa base in the presence of AgOAc. Direct arylation of binol was achieved leading to the shortest pathway to o,o'-diarylbinols. ...[more]

PMID: 24077102

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