Yield: 87 %Chromat.

Reaction Conditions:

with copper(I) oxide;L-proline;potassium iodide in ethanol at 110; for 30 h;Schlenk technique;Inert atmosphere;Sealed tube;

Steps:

2.2. General procedure for aryl and heteroaryl bromide-iodideexchange reaction
General procedure: A Schlenk tube was charged with Cu2O (7.2 mg, 10 mol%), l-proline (11.5 mg, 20 mol%), aryl (or heteroaryl) bromide (1 or 3,0.50 mmol), potassium iodide (KI) (249 mg, 0.75 mmol), and EtOH(1.5 mL) under nitrogen atmosphere. The Schlenk tube was sealedwith a teflon valve, and then the reaction mixture was stirred at110C for a period (the reaction progress was monitored by GCanalysis). After the reaction was completed, GC yield of high volatileproduct was determined using an appropriate internal standard(chlorobenzene or 1-chloro-4-methylbenzene) or the solvent wasremoved under reduced pressure. The residue obtained was puri-fied via silica gel chromatography (eluent: petroleum ether/ethylacetate = 10/1) to afford aryl iodides 2a-2o or heteroaryl iodides4a-4g.

References:

Feng, Xiujuan;Li, Lingyu;Yu, Xiaoqiang;Yamamoto, Yoshinori;Bao, Ming [Catalysis Today,2016,vol. 274,p. 129 - 132]