L’Helgoual’ch, Jean-Martial published the artcileDeprotonative metalation of five-membered aromatic heterocycles using mixed lithium-zinc species, HPLC of Formula: 69626-75-1, the publication is Journal of Organic Chemistry (2008), 73(1), 177-183, database is CAplus and MEDLINE.
Deprotonation of benzoxazole, benzothiazole, benzo[b]thiophene, benzofuran, N-Boc-protected indole and pyrrole, and N-phenylpyrazole using an in situ mixture of ZnCl2·TMEDA (0.5 equiv) and lithium 2,2,6,6-tetramethylpiperidide LiTMP (1.5 equiv) in THF at room temperature gave 2-zincated or 5-zincated (for 1-phenylpyrazole) derivatives, which were trapped by iodine to give the corresponding 2-iodo- or 5-iodo-substituted heterocycles in 52-73% yields; thiazole in the studied conditions gave mixture of 2- and 2,5-diiodothiazoles. One-pot palladium dichloride-catalyzed cross-coupling reactions of 2-metalated benzo[b]thiophene and benzofuran with 2-chloropyridine and 2,4-dichloropyrimidine gave 2-(2-pyridinyl)benzo[b]thiophene (18) and 2(2-chloro-4-pyrimidinyl)benzofuran (19), resp. A reaction pathway where the lithium amide and zinc diamide present in solution behave synergically was proposed for the deprotonation reaction, taking account of NMR and DFT studies carried out on the basic mixture
Journal of Organic Chemistry published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, HPLC of Formula: 69626-75-1.
Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem