Chiral hypervalent iodine catalyzed stereoselective skeletal editing of pyrimidine fused heterocycles.

ABSTRACT: In the realm of molecular construction, the skeletal editing techniques of heterocyclic compounds demonstrate unique efficiency, particularly in synthesizing molecular structures that are challenging to obtain through traditional synthetic methods. Compared to the ring-contraction reaction of saturated nitrogen heterocycles and aryl rings, the site selectivity and stereoselective skeletal editing of pyrimidine fused heterocycles remain relatively underdeveloped. Here we report a chiral hypervalent iodine(III)-catalyzed skeletal editing of pyrimidine moieties within polynitrogen heterocycles, which efficiently produces optically pure multi-substituted imidazoline rings. The reaction demonstrates exceptional functional group tolerance, as shown by the ring contraction of diverse polynitrogen

SUBMITTER: Sun WW 

PROVIDER: S-EPMC12783747 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature