title: The synthesis of carbonyl 2-amino-pyrimidines via tandem regioselective heterocyclization of 1,3-diynes with guanidine and selective oxidation.
abstract: A highly efficient one-pot approach for the synthesis of carbonyl 2-amino-pyrimidines from 1,3-diynes and guanidine in the presence of Cs2CO3 and DMSO has been described. In these reactions, 1,3-diynes act as a precursor of buta-1,2,3-trienes and guanidine serves as the N-C[double bond, length as m-dash]N source for the construction of pyrimidines. This methodology proves to be a tandem regioselective heterocyclization of 1,3-diynes with guanidine and selective oxidation with DMSO.
authors.affiliation: Shanghai Key Lab of Chemical Assessment and Sustainability, Department of Chemistry, Tongji University, 1239 Siping Road, 200092 Shanghai, P. R. China. xmzhao08@mail.tongji.edu.cn.
authors.forename: Liang
authors.initials: L
authors.lastname: Zhang
authors.forename: Mingzhu
authors.initials: M
authors.lastname: Zhao
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Zhao
mesh_terms: D003500:Cyclization; D053280:Diynes / Q000737:chemistry*; D019791:Guanidine / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011743:Pyrimidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D053280:Diynes; D011743:Pyrimidines; D019791:Guanidine