A convenient eco-friendly system for the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles employing CeCl3 center dot 7H(2)O in PEG-400

作者：Fortes Margiani P; Bassaco Mariana M; Kaufman Teodoro S; Silveira Claudio C^*

来源：RSC Advances, 2014, 4(65): 34519-34530.

DOI：10.1039/c4ra05625f

The use of CeCl3 center dot 7H(2)O in polyethyleneglycol 400 (PEG-400), as an efficient and eco-friendly promoter system for the convenient synthesis of 5-sulfenyl tetrazoles derived from indoles and pyrroles, is reported. The synthesis entails the [ 3 + 2] cycloaddition reaction of NaN3 with 3-thiocyanato indoles (including 3,3'-di-thiocyanato-1H, 1H',2,2'-biindoles) and 2-thiocyanato pyrroles. The thiocyanates were conveniently obtained by the oxone-mediated thiocyanation of differently substituted starting indoles, 1H, 1H',2,2'-biindoles and N-aryl pyrroles with NH4SCN. The scope and limitations of the transformation were also studied.

• 出版日期2014