1569090-33-0Relevant articles and documents
Facile, efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles
Kuhn, Bruna L.,Fortes, Margiani P.,Kaufman, Teodoro S.,Silveira, Claudio C.
, p. 1648 - 1652 (2014/03/21)
A concise, two-step eco-friendly approach towards the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles, is reported. The synthesis comprises the oxone-mediated thiocyanation of the starting heterocycles towards intermediate 3-thiocyanato indoles and 2-thiocyanato pyrroles, and their subsequent treatment with sodium azide in 2-propanol/water under zinc bromide promotion.
A convenient eco-friendly system for the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles employing CeCl3·7H 2O in PEG-400
Fortes, Margiani P.,Bassaco, Mariana M.,Kaufman, Teodoro S.,Silveira, Claudio C.
, p. 34519 - 34530 (2014/11/08)
The use of CeCl3·7H2O 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. This journal is the Partner Organisations 2014.