Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
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DOI：
10.1002/anie.202007549
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发表时间：
2020-06
期刊：
影响因子：
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通讯作者：
Mario Frahm;T. Drathen;L. M. Gronbach;A. Voss;F. Lorenz;J. Bresien;A. Villinger;F. Hoffmann;M. Brasholz
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文献类型：
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作者：
Mario Frahm;T. Drathen;L. M. Gronbach;A. Voss;F. Lorenz;J. Bresien;A. Villinger;F. Hoffmann;M. Brasholz
摘要四氢咔唑和全氢环庚并[B]吲哚在碱性介质中发生催化级联单重态氧合反应，一步合成手性三环全氢吡啶并-和全氢氮杂卓并[1，2-a]吲哚。这些光氧合产物是不常见的C，N-二酰基异氰根离子的新合成等价物，并且可以借助于磷酸有机催化进行官能化。
Abstract Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles undergo a catalytic cascade singlet oxygenation in alkaline medium, which leads to chiral tricyclic perhydropyrido‐ and perhydroazepino[1,2‐a]indoles in a single operation. These photooxygenation products are new synthetic equivalents of uncommon C,N‐diacyliminium ions and can be functionalized with the aid of phosphoric acid organocatalysis.