Synthesis of N1-Substituted 1,2,3,6-Tetrahydropyrimidin- 2-ones via an Unexpected Reaction of Thiazolo[3,2-a]-pyrimidine Derivatives and Nitrile Oxide

• Published in: Chinese journal of chemistry Vol. 28; no. 1; pp. 97 - 101
• Main Authors: Li, Xiaofang, Yi, Pinggui, Yu, Xianyong
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.01.2010; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Subjects: 1,2,3,6‐tetrahydropyrimidin‐2‐one; 2-a]pyrimidine; 6-tetrahydropyrimidin-2-one; Chemistry; Chemistry, Multidisciplinary; cycloaddition; nitrile oxide; Physical Sciences; Science & Technology; synthesis; thiazolo; thiazolo[3,2‐a]pyrimidine; synthesis; 1,2,3,6-tetrahydropyrimidin-2-one; thiazolo[3,2-a]pyrimidine; cycloaddition; INHIBITOR; nitrile oxide
• ISSN: 1001-604X; 1614-7065
• DOI: 10.1002/cjoc.201090042

A new class of N1‐substituted 1,2,3,6‐tetrahydropyrimidin‐2‐ones was prepared in moderate yields by the reaction of nitrile oxide with thiazolo[3,2‐a]pyrimidine derivatives via a domino 1,3‐dipolar cycloaddition/ring‐opening/ substitution process. The structures of the products were characterized thoroughly by IR, elemental analysis, MS, NMR together with X‐ray crystallographic analysis. A new class of N1‐substituted 1,2,3,6‐tetrahydropyrimidin‐2‐ones were prepared in moderate yields by the reaction of nitrile oxide with thiazolo[3,2‐a]pyrimidine derivatives via a domino 1,3‐dipolar cycloaddition/ring‐opening/substitution process. The structures of the products were characterized thoroughly by IR, elemental analysis, MS and NMR together with X‐ray crystallographic analysis.