A facile synthesis of the novel thiazolo[3,2-a]pyrimidine derivatives

作者：Studzinska Renata^*; Wroblewski Marcin; Karczmarska Wodzka Aleksandra; Kolodziejska Renata

来源：Tetrahedron Letters, 2014, 55(7): 1384-1386.

DOI：10.1016/j.tetlet.2014.01.033

• Thiazolo[3,2-a]pyrimidine derivatives
• 2-Halomethylthiazolo[3,2-a]pyrimidine derivatives
• Organic synthesis
• Thiazole ring closure
• Substitution reaction
• Elimination reaction

2-Bromomethyl- and 2-iodomethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-ones are prepared via the reaction of 3-allyl-2-thiouracil derivatives with bromine or iodine chloride, respectively. The 6-bromo and 6-nitro derivatives are synthesized by an electrophilic substitution at C-6 of the thiazolopyrimidine system. As a result, novel 2,3-dihydrothiazolo[3,2-a]pyrimidin-5-one derivatives are obtained. Hydrogen halide elimination from the 2-halomethy1-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-ones is also reported.

• 出版日期2014-2-12