2-iodo-3-Methoxythiophene synthesis

Yield:64435-22-9 80%

Reaction Conditions:

with N-iodo-succinimide;toluene-4-sulfonic acid in ethanol at 25; for 0.166667 h;Green chemistry;regioselective reaction;

Steps:

Monoiodothiophenes 2, 5, 7, 10, 13; General Procedure

General procedure: The thiophene derivative (1 mmol, 1 equiv) was dissolved in EtOH (2mL) at the temperature indicated in Tables 1-5. Then, NIS (1 or 1.1 equiv, see Tables 1-5) was added followed by PTSA (10% mol). The mixture was stirred for 10 min, then sat. Na2S2O3 (2 mL) was added. The mixture was diluted with EtOAc (3 mL). After phase separation, the organic phase was washed with 1 M Na2CO3 solution, dried (MgSO4), filtered through cotton, and evaporated to give the iodinated thiophene derivative.

References:

Grolleau, Jérémie;Frère, Pierre;Gohier, Frédéric [Synthesis,2015,vol. 47,# 24,art. no. SS-2015-Z0402-OP,p. 3901 - 3906]