Tanaka, Hiroki published the artcileHypoiodite-Catalyzed Oxidative Umpolung of Indoles for Enantioselective Dearomatization, Application In Synthesis of 111-83-1, the publication is Journal of the American Chemical Society (2022), 144(13), 5756-5761, database is CAplus and MEDLINE.
Reported the oxidative umpolung of 2,3-disubstituted indoles toward enantioselective dearomative aza-spirocyclization to give the corresponding spiroindolenines using chiral quaternary ammonium hypoiodite catalysis. Mechanistic studies revealed the umpolung reactivity of C3 of indoles by iodination of the indole nitrogen atom. Moreover, the introduction of pyrazole as an electron-withdrawing auxiliary group at C2 suppressed a competitive dissociative racemic pathway and enantioselective spirocyclization proceeded to give not only spiropyrrolidines but also four-membered spiroazetidines that were otherwise difficult to access.
Journal of the American Chemical Society published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C15H16O3, Application In Synthesis of 111-83-1.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary