Ayun Luo; Hongxia Zhou; Xiuming Wang; Fanming Zeng; Weina Yu; Kexin Yang; Nicolas Duchemin; Yun Jin Hu
Org. Lett., 2024, XXXX, XXX, XXX-XXX
https://doi.org/10.1021/acs.orglett.4c00187

Abstract

Using a novel homologation-heterocyclization cascade, the on-DNA synthesis of benzofurans from aldehydes has been developed. The methodology, based on an innovative use of the Seyferth-Gilbert homologation, followed by a high yielding Sonogashira coupling in situ intramolecular cyclization one-pot, two-step reaction, provides a powerful and unique pathway for DNA-encoded library (DEL) synthesis of a wide array of pharmaceutically relevant benzofuran-based scaffolds.