Synthesis and ring opening reactions of tetrahydroimidazo [1, 5-b][1, 2, 4] oxadiazol-2 (1 H)-thiones

N Coşkun, FT Tat

文献索引：Coskun, Necdet; Tirli Tat, Fatma Phosphorus, Sulfur and Silicon and the Related Elements, 2003 , vol. 178, # 4 p. 881 - 886

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被引用次数: 16

摘要

1, 3-Dipolar cycloaddition of imidazoline 3-oxides 1 with methylisothiocyanate proceeds regio-and diastereoselectively to give tetrahydroimidazo [1, 5-b][1, 2, 4] oxadiazol-2 (1 H)- thiones 3 in high yields. The cis configuration of the adducts were proved by our double cis elimination test as well as by NOESY experiments. The imidazooxadiazol-2-thiones 3a-e were treated with concentrated HCl in ethanol at 50°; C to give the corresponding 4 H-[1, 2 ...