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Visible-Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N-Diacyliminium Ions.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-06-05 , DOI: 10.1002/anie.202007549
Mario Frahm 1 , Thorsten von Drathen 2 , Lisa Marie Gronbach 1 , Alice Voss 1 , Felix Lorenz 1 , Jonas Bresien 1 , Alexander Villinger 1 , Frank Hoffmann 2 , Malte Brasholz 1
Affiliation  

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.

中文翻译:

四氢咔唑和环庚[b]吲哚的可见光级联光氧化:获得C,N-二酰基亚胺离子。

四氢咔唑和全氢环庚[b]吲哚在碱性介质中经历催化级联单线态氧合反应,这会在一次操作中导致手性三环全氢吡啶并全氢哌啶[1,2-a]吲哚。这些光氧化产物是不常见的C,N-二酰基亚胺离子的新合成等价物,可以借助磷酸有机催化进行功能化。
更新日期:2020-07-13
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