Organic Letters
Organic Letters
5 years ago

Manganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2–O Bond

Manganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2–O Bond
Hayate Saito, Keisuke Nogi, Hideki Yorimitsu, Shun Tsuchiya
A new class of aromatic metamorphosis in which benzofurans are converted into diverse six-membered oxaheterocycles has been developed. This transformation is composed of two reactions in one pot: manganese-catalyzed arylative or alkylative ring-opening of benzofurans affording dianionic intermediates and subsequent trapping with multivalent heteroatom electrophiles. Various electrophiles containing silicon, boron, phosphorus, germanium, and titanium could be applied to this heteroatom insertion.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02660

DOI: 10.1021/acs.orglett.7b02660

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