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Triplet-sensitised di-π-methane rearrangement of N-substituted 2-azabarrelenones

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Abstract

When irradiated at λ = 366 nm or at λ = 420 nm in the presence of an appropriate sensitiser the title compounds underwent a di-π-methane rearrangement which led to the formation of tricyclic azasemibullvalenones (2a,2a1,2b,4a-tetrahydroazacyclopropa[cd]pentalenones) in yields of 63–87%.

Graphical abstract: Triplet-sensitised di-π-methane rearrangement of N-substituted 2-azabarrelenones

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Publication details

The article was received on 31 Oct 2018, accepted on 30 Nov 2018 and first published on 30 Nov 2018


Article type: Communication
DOI: 10.1039/C8CC08704K
Citation: Chem. Commun., 2019, Advance Article
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    Triplet-sensitised di-π-methane rearrangement of N-substituted 2-azabarrelenones

    A. Tröster and T. Bach, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C8CC08704K

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