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ChemicalBook CAS DataBase List 5,5'-Diiodo-2,2'-bithiophene
3339-80-8

5,5'-Diiodo-2,2'-bithiophene synthesis

3synthesis methods
-

Yield:3339-80-8 94%

Reaction Conditions:

with N-iodo-succinimide;toluene-4-sulfonic acid in ethanol at 50; for 0.166667 h;Green chemistry;regioselective reaction;

Steps:

Diiodothiophenes 3, 8, 11, 15; General Procedure

General procedure: The thiophene derivative (100 mg, 1 equiv) was dissolved in EtOH (4 mL) at the temperature indicated in Tables 1-5. Then, NIS (2.2 equiv, see Tables 1-5) was added followed by PTSA (10% mol). The mixture was stirred 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 diiodinated thiophene derivative.

References:

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