Details

Autor(en) / Beteiligte

• Zhou, You
• Lei, Shuang-Gui
• Wang, Li-Sheng
• Ma, Jin-Tian
• Yu, Zhi-Cheng
• Wu, Yan-Dong
• Wu, An-Xin

Titel

I2‑Promoted gem-Diarylethene Involved Aza-Diels–Alder Reaction and Wagner–Meerwein Rearrangement: Construction of 2,3,4-Trisubstituted Pyrimido[1,2‑b]indazole Skeletons

Ist Teil von

• Organic letters, 2023-05, Vol.25 (19), p.3386-3390

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2023

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A [3 + 1 + 2] cyclization–rearrangement reaction scheme was developed to synthesize pyrimido­[1,2-b]­indazoles from aryl methyl ketones, 3-aminoindazoles, and gem-diarylethenes. This metal-free process proceeds via a sequential aza-Diels–Alder reaction and Wagner–Meerwein rearrangement, and a possible reaction mechanism was demonstrated based on control experiments. This method exhibits good substrate compatibility and allows simple reaction conditions. Moreover, the products display significant aggregation-induced emission characteristics after simple modifications.