Yiting Wang; Xianfu Fang; Huilin Liao; Gong Zhang; Yangfeng Li; Yizhou Li
Org. Lett., 2023, 25(24), 4473-4477
https://doi.org/10.1021/acs.orglett.3c01482

Abstract

Thiazolidione, conferring drug-like properties, is an important heterocycle that widely exists in medicinally relevant molecules. In this work, by efficiently assembling various DNA-tagged primary amines, abundant aryl isothiocyanates, and ethyl bromoacetate, we present a DNA-compatible three-component annulation to generate a 2-iminothiazolidin-4-one scaffold, which was further decorated via Knoevenagel condensation by employing (hetero)aryl and alkyl aldehydes. These thiazolidione derivatives should find broad use in focused DNA-encoded library construction.