A solvent- and metal-free synthesis of 3-chacogenyl-indoles employing DMSO/I2 as an eco-friendly catalytic oxidation system.
Herein, we describe a solvent- and metal-free method for the synthesis of 3-chalcogenyl-indoles from indoles and diorganyl dichalcogenides using an equivalent amount of DMSO as an oxidant, under catalysis by molecular iodine. This mild and eco-friendly approach allowed the preparation of a wide range of 3-selenyl- and 3-sulfenyl-indoles in good to excellent yields.
Departamento de Química, Universidade Federal de Santa Catarina , 88040-900 Florianópolis, Santa Catarina, Brazil.
Juliano B
JB
Azeredo
Marcelo
M
Godoi
Guilherme M
GM
Martins
Claudio C
CC
Silveira
Antonio L
AL
Braga
D002384:Catalysis; D004121:Dimethyl Sulfoxide / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012997:Solvents / Q000737:chemistry
D007211:Indoles; D012997:Solvents; D007455:Iodine; D004121:Dimethyl Sulfoxide