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One-Step Regioselective Synthesis of Benzofurans from Phenols and ?-Haloketones.

ABSTRACT: Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and ?-haloketones promoted by titanium tetrachloride which combines Friedel-Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields.

SUBMITTER: Wang B

PROVIDER: S-EPMC6600630 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones.

Wang Bingqiao B Zhang Qiu Q Luo Juan J Gan Zongjie Z Jiang Wengao W Tang Qiang Q

Molecules (Basel, Switzerland) 20190611 11

Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and <i>α</i>-haloketones promoted by titanium tetrachloride which combines Friedel-Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of re ...[more]

PMID: 31212606

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