Inverse-Electron-Demand Diels−Alder Reactions for the Synthesis of Pyridazines on DNA

Hailong Li; Zhen Sun; Wenting Wu; Xuan Wang; Mingqiang Zhang; Xiaojie Lu; Wenge Zhong; Dongcheng Dai
Org. Lett., 2018, 20, 22, 7186-7191
https://doi.org/10.1021/acs.orglett.8b03114

Abstract

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

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