Tetrahedron p. 305 - 314 (1986)
Update date:2022-09-26
Topics:
Mizutani, Masato
Sanemitsu, Yuzuru
Tamaru, Yoshinao
Yoshida, Zen-Ichi
The facile synthesis of 3-methylene-2,3-dihydro-5H-thiazolo<3,2-c>pyrimidin-5-ones (9) has been performed by the catalytic action of a Pd(II) salt on 4-propargylthiopyrimidin-2(1H)-ones (6).Similar Pd(II)-catalyzed cyclization of 3-propargylthio-1,2,4-triazin-5(2H)-ones (10) gives 6-methylene-6,7-dihydro-4H-thiazolo<2,3-c><1,2,4>triazin-4-ones (11) as a main product. 3-methylene-2,3-dihydro-7H-thiazolo<3,2-b><1,2,4>triazin-7-ones (12), the regioisomers of 11, are provided by a base-catalyzed cyclization of 10.
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