Visible Light-Mediated C-H Difluoromethylation of Electron-Rich Heteroarenes was written by Su, Yi-Ming;Hou, Yu;Yin, Feng;Xu, Yue-Ming;Li, Yan;Zheng, Xiaoqi;Wang, Xi-Sheng. And the article was included in Organic Letters in 2014.Application In Synthesis of Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate This article mentions the following:
In the presence of tris(2,2′-bipyridinyl)ruthenium(II) dichloride, electron-rich heteroarenes such as pyrroles, indoles, furans, and thiophenes underwent regioselective visible-light photochem. (phenylsulfonyl)difluoromethylation with PhSO2CF2I mediated by dipotassium hydrogen phosphate in CH2Cl2; desulfonylation with magnesium yielded the corresponding difluoromethylated products for nine of the (phenylsulfonyl)difluoromethylated products. Attempted (phenylsulfonyl)difluoromethylation of N-methylpyrrole in the presence of TEMPO, the exclusive formation of cyclization and ring-opening (phenylsulfonyl)difluoromethylated products derived from diallyl ether and (S)-(-)-β-pinene, resp., and the chemoselectivity of the (phenylsulfonyl)difluoromethylation were consistent with an electrophilic radical-mediated mechanism for the photochem. (phenylsulfonyl)difluoromethylation. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3Application In Synthesis of Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate).
Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Application In Synthesis of Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary