On-DNA Cross-Dehydrogenative Coupling Reaction toward the Synthesis of Focused DNA-Encoded Tetrahydroisoquinoline Libraries

• DOI: 10.1021/acs.orglett.0c01565
• Publication Date: 2020-07-09T20:07:42Z
• Authors: Xin Wen; Zhiqiang Duan; Jiaxiang Liu; Weiwei Lu; Xiaojie Lu
• Keywords: Coupling reaction; Tetrahydroisoquinoline

To expand the chemical space of DNA-encoded library (DEL) technology, we have developed DNA-compatible cross-dehydrogenative coupling reaction between tetrahydroisoquinolines (THIQs) and a series nucleophiles such as nitromethane, terminal alkynes, so on. Both photo- metal-promoted conditions been successfully established for this C-1 derivation THIQs, exemplified by addition nitromethane. All these new transformations paved way divergent oriented synthesis THIQ-focused DELs.