Application of 589-87-7In 2020 ,《Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Li, Fuhai; Wang, Dan; Chen, Hongyi; He, Ze; Zhou, Lihong; Zeng, Qingle. The article contains the following contents:
A new protocol was developed to synthesize (enantioenriched) thioethers ArCH2SAr1 [Ar = 2-thienyl, Ph, 4-FC6H4, etc.; Ar1 = Ph, 2-pyridyl, 4-O2NC6H4, etc.; stereo = rac, R, S] and selenoethers Ar2CH2SeAr3 [Ar2 = 2-pyridyl, 4-F3CC6H4, 1-naphthyl, etc.; Ar3 = 2-thienyl, Ph, 4-NCC6H4, etc.; stereo = rac, R, S] from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These synthesis were promoted by presence of weak base and did not require the use of any transition metal, and resulted in target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. In the experiment, the researchers used 1-Bromo-4-iodobenzene(cas: 589-87-7Application of 589-87-7)
1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Application of 589-87-7 It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com