Réaction #792204

ord-871b85e493584f6887bef425002d4e5f

Équation de réaction

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
Rendement 11.2%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solution was evaporated to dryness

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09173401B2uspto-grants-2015_11