An efficient conjugate hydrothiocyanation of chalcones with a task-specific ionic liquid

作者：Yadav Lal Dhar S^*; Patel Rajesh; Rai Vijai K; Srivastava Vishnu P

来源：Tetrahedron Letters, 2007, 48(44): 7793-7795.

DOI：10.1016/j.tetlet.2007.09.024

A new and efficient method of conjugate hydrothiocyanation of chalcones along with the preparation of a probe for demonstrating the utility of the resulting beta-thiocyanato ketones in heterocyclic synthesis is reported. Chalcones undergo an efficient conjugate hydrothiocyanation with the task-specific ionic liquid (TSIL), 1-n-butyl-3-methylimidazolium thiocyanate ([bmim]SCN) followed by reaction with AcONH4 or an amine to afford chemically and pharmaceutically interesting 2-amino-1,3-thiazines at room temperature in a one-pot procedure. After isolation of the product, the ionic liquid [bmim]OH could be used for the synthesis of [bmim]SCN, thus allowing recycling of the TSIL for further use.

• 出版日期2007-10-29