I 2 -Promoted gem -Diarylethene Involved Aza-Diels-Alder Reaction and Wagner-Meerwein Rearrangement: Construction of 2,3,4-Trisubstituted Pyrimido[1,2- b ]indazole Skeletons.
You ZhouShuang-Gui LeiLi-Sheng WangJin-Tian MaZhi-Cheng YuYan-Dong WuYan-Dong WuPublished in: Organic letters (2023)
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.
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