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

Andreas Tröster; Thorsten Bach

doi:10.1039/c8cc08704k

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

Andreas Tröster, Thorsten Bach

Chair of Organic Chemistry 1

Technical University of Munich

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

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%.

Original language	English
Pages (from-to)	302-305
Number of pages	4
Journal	Chemical Communications
Volume	55
Issue number	3
DOIs	https://doi.org/10.1039/c8cc08704k
State	Published - 2019

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title = "Triplet-sensitised di-π-methane rearrangement of N-substituted 2-azabarrelenones",

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%.",

author = "Andreas Tr{\"o}ster and Thorsten Bach",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c8cc08704k",

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pages = "302--305",

journal = "Chemical Communications",

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AU - Tröster, Andreas

AU - Bach, Thorsten

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2019

Y1 - 2019

N2 - 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%.

AB - 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%.

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U2 - 10.1039/c8cc08704k

DO - 10.1039/c8cc08704k

M3 - Article

C2 - 30516181

AN - SCOPUS:85059361096

SN - 1359-7345

VL - 55

SP - 302

EP - 305

JO - Chemical Communications

JF - Chemical Communications

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ER -

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

Abstract

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