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Fe(III)-Catalyzed direct C3 chalcogenylation of indole: The effect of iodide ions

2019; Elsevier BV; Volume: 75; Issue: 9 Linguagem: Inglês

10.1016/j.tet.2019.01.037

1464-5416

Eduardo Q. Luz, Diego Seckler, Janylson Souza Araújo, Leonardo Angst, David B. Lima, Elise Ane Maluf Rios, Ronny R. Ribeiro, Daniel S. Rampon,

Catalytic C–H Functionalization Methods

A mild and efficient iron (III)-catalyzed C3 chalcogenylation of indoles has been developed and the role of the iodide ions in this transformation was investigated. EPR experiments revealed the reduction of Fe(III) to Fe(II) under the reaction conditions, supporting the formation of molecular iodine in the system, which in effect catalyze the reaction. The scope of the chalcogenylation was broad and the synthesis of more functionalized 3-selenylindoles was explored.