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Furan oxidation by Mn(iii)/Co(ii) catalysts - application to benzofuran synthesis.

ABSTRACT: Furans containing a β-ketoester group at 2-position undergo oxidative ring-opening by Mn(iii)/Co(ii) catalysts under an O₂ atmosphere to produce 1,4-dicarbonyl moieties through an endoperoxide intermediate, which consecutively cyclized with the β-ketoester unit to afford 4-hydroxy-2-cyclohexen-1-ones. This oxidation/cyclization products were efficiently transformed into versatile benzofuran derivatives after consecutive aromatization and Paal-Knorr reaction.

SUBMITTER: Wang T

PROVIDER: S-EPMC9041371 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Furan oxidation by Mn(iii)/Co(ii) catalysts - application to benzofuran synthesis.

Wang Tingshu T Zhang Miao M Zheng Yifan Y Seong Junmo J Lah Myoung Soo MS Koo Sangho S

RSC advances 20210922 50

Furans containing a β-ketoester group at 2-position undergo oxidative ring-opening by Mn(iii)/Co(ii) catalysts under an O<sub>2</sub> atmosphere to produce 1,4-dicarbonyl moieties through an endoperoxide intermediate, which consecutively cyclized with the β-ketoester unit to afford 4-hydroxy-2-cyclohexen-1-ones. This oxidation/cyclization products were efficiently transformed into versatile benzofuran derivatives after consecutive aromatization and Paal-Knorr reaction. ...[more]

PMID: 35496848

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