A variety of alkyl iodides with various functional groups were readily converted to the target products in moderate to good yields (52~91%) and with high regioisomeric ratios (5.2:1~>20:1 r.r.). We successfully transformed the alkyl iodides 2b and 2c to a series of products (4ab and 5ab, 4ac and 5ac), which indicates that the regiodivergence of the reaction does not rely on alkyl halide substrates bearing specific heteroatoms. Many valuable synthetic functional groups including esters (4ad and 5ad), trifluoromethyls (4ae and 5ae), and various heterocyclic groups such as thiophene (4af and 5af) and furan (4ag and 5ag) were compatible with the use of mild and robust reaction conditions. This reaction is highly chemoselective to electrophilic aryl chloride (4ah and 5ah), aryl tosylate (4ai and 5ai), and nucleophilic arylboronate (4aj and 5aj), thus allowing further transformation through other cross-coupling reactions.