Yuting Gao; Yang Sun; Guixian Zhao; Gong Zhang; Yangfeng Li; Yizhou Li
Org. Lett., 2022, 24, 36, 6664–6669
https://doi.org/10.1021/acs.orglett.2c02714

Abstract

The functionalized 4H-pyran scaffold has aroused synthetic attention because it is widely found in many interesting pharmacologically relevant compounds. We here disclose its incorporation into DNA-encoded chemical libraries, combining this scaffold with the merits of scaffold architecture in drug design. Under the optimized DNA-compatible conditions, functionalized 4H-pyrans were efficiently formed with a broad substrate scope. Among the 4H-pyrans formed, the axial structure features rotational restriction, and the spirocyclic structure provides rigidity and three-dimensionality. These efforts open the door for the construction of DNA-encoded chemical libraries with more consideration for this structural architecture.