Details

Autor(en) / Beteiligte

• Chen, Ting
• Ma, Jin-Tian
• Chen, Xiang-Long
• Zhou, You
• Yu, Zhi-Cheng
• Lei, Shuang-Gui
• Wu, Yan-Dong
• Xiang, Jia-Chen
• Wu, An-Xin

Titel

Modular and selective synthesis of pyrazolo-azepino-centred polycyclic aromatic and non-aromatic architectures

Ist Teil von

• Organic Chemistry Frontiers, 2023-08, Vol.10 (16), p.4122-4130

Ort / Verlag

London: Royal Society of Chemistry

Erscheinungsjahr

2023

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The pyrazolo-azepino-centred polyheterocyclic fused system is a privileged scaffold, but it lacks an effective synthetic approach, with modular synthesis being even more scarce. Accordingly, we herein report a highly efficient I 2 -DMSO-mediated one-pot, four-component protocol to construct this fascinating scaffold. This system provides an unprecedented temperature-controlled highly selective formation of aromatics and non-aromatics, affording planar and non-planar tetracyclic architectures that can be interconverted surprisingly by simple methods. Mechanistically, a cooperative aza-[4 + 3] cycloaddition is responsible for the skeleton construction process, while the endogenous oxidant I 2 is responsible for the subsequential aromatization stage.