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Issue 48, 2014
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An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran using alkoxybenzocyclobutenone as a reactive platform

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Abstract

An efficient synthetic method of 1,3-bis(arylethynyl)isobenzofurans is developed. Nucleophilic addition of alkynyllithium to benzocyclobutenone and subsequent oxidative ring cleavage of the four-membered ring gave a keto-aldehyde, which, in turn, accepted the second nucleophile to produce isobenzofurans after acid treatment.

Graphical abstract: An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran using alkoxybenzocyclobutenone as a reactive platform

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Publication details

The article was received on 20 Sep 2014, accepted on 10 Oct 2014 and first published on 10 Oct 2014


Article type: Communication
DOI: 10.1039/C4OB02012J
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Org. Biomol. Chem., 2014,12, 9773-9776

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    An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran using alkoxybenzocyclobutenone as a reactive platform

    K. Asahina, S. Matsuoka, R. Nakayama and T. Hamura, Org. Biomol. Chem., 2014, 12, 9773
    DOI: 10.1039/C4OB02012J

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