Reacción #1563881

ord-a069d57cc03a42969262bb7e4d60090a

Ecuación de reacción

Cc1ccc(S(=O)(=O)O)cc1
p-Toluene sulfonic acid
II
Iodine
O=C(OO)c1cccc(Cl)c1
m-CPBA
c1ccsc1
thiophene
Cc1ccc(S(=O)(=O)[O-])cc1.c1csc([I+]c2cccs2)c1
dithienyliodonium tosylate
Rendimiento 11.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solution was evaporated to dryness

Procedimiento

Iodine (862 mg, 3.39 mmol), m-CPBA (1.48 g, 8.62 mmol) and thiophene (1 g. 11.88 mmol) were combined in dry dichloromethane (66 mL). p-Toluene sulfonic acid (2.19 g, 11.56 mmol) was added to the solution at room temperature, and the mixture was stirred for 16 hours at room temperature. The solution was evaporated to dryness, and the resulting crude product was subjected to flash chromatography (5-10% MeOH/CH2Cl2)) to yield dithienyliodonium tosylate (11.2%) as a brown colored sticky mass.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09402397B2uspto-grants-2016_08