A convenient synthesis of di- and trisubstituted 2-aminoimidazoles from 1-amidino-3-trityl-thioureas
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- 作者：Jitendra C. Kaila ; Arshi B. Baraiya ; Amit N. P ; ya ; Hitesh B. Jalani ; Kamala K. Vasu ; V. Sudarsanam
- 关键词：2-Aminoimidazoles ; Amidinothioureas ; Thiophile ; Guanidines
- 刊名：Tetrahedron Letters
- 出版年：2009
- 出版时间：8 July 2009
- 年：2009
- 卷：50
- 期：27
- 页码：3955-3958
- 全文大小：388 K
文摘
Convenient synthesis of 2-amino-1,5-disubstituted and 2-amino-1,4,5-trisubstituted imidazoles has been reported using readily available starting materials and simple reagents under mild conditions. Guanylation of 1-amidino-3-trityl-thioureas 1 and 7 using mercury(II) chloride (Caution) as a thiophile resulted in corresponding guanidines 2 and 8 which on reaction with α-bromo ketones yielded 2-tritylaminoimidazoles. Deprotection of 2-tritylaminoimidazoles using trifluoroacetic acid at room temperature furnished desired 2-aminoimidazoles 4 and 10 in good to moderate yields.