Inverse-Electron-Demand Diels-Alder Reactions for the Synthesis of Pyridazines on DNA.
Hailong LiZhen SunWenting WuXuan WangMingqiang ZhangXiaojie LuWenge ZhongDongcheng DaiPublished in: Organic letters (2018)
The synthesis of pyridazines on DNA has been developed on the basis of inverse-electron-demand Diels-Alder (IEDDA) reactions of 1,2,4,5-tetrazines. The broad substrate scope is explored. Functionalized pyridazine products are selected for subsequent DNA-compatible Suzuki-Miyaura coupling, acylation, and SNAr substitution reactions, demonstrating the feasibility and versatility of IEDDA reactions for DNA-encoded library synthesis.