Work

Overcoming Reactive-Pair Mismatch to Access Functionalized Pyrimidines from Readily Accessible Pyrroles

Year: 2026

Type: article

Abstract: A heterocycle remodeling protocol for transforming readily accessible C2/C5-functionalized pyrroles into substituted pyrimidines via nitrogen atom insertion has been developed, using sulfenylnitrene as the nitrogen source. This method enables direct access to functionalized pyrimidines under mild conditions, without relying on metals or the selective incorporation of halogens into pyrimidines, and is applicable to the synthesis of sterically hindered pyrimidines, such as 2,4-ditritylpyrimidine, which were previously inaccessible.

Source: Organic Letters

DOI: 10.1021/acs.orglett.6c03002

Authors: Shuhei Yasuda, Prakash Kafle, Upasana Chatterjee, Indrajeet Sharma

Institution: University of Oklahoma

Language: English

Topic: Synthesis and Characterization of Pyrroles

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: American Chemical Society Petroleum Research Fund