Premium
Frontispiece: Magnesium Lewis Acid Assisted Oxidative Bromoetherification Involving Bromine Transfer from Alkyl Bromides with Aldehydes by Umpolung of Bromide
Author(s) -
Moriyama Katsuhiko,
Nishinohara Chihiro,
Togo Hideo
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201683461
Subject(s) - umpolung , chemistry , bromide , bromine , alkyl , oxidative addition , halide , magnesium bromide , lewis acids and bases , organic chemistry , magnesium , aryl , medicinal chemistry , oxidative phosphorylation , catalysis , nucleophile , biochemistry
Oxidation of Bromide Oxidative transformation by the umpolung of halides (I − , Br − , and Cl − ) into halonium ions (X + ) using oxidants is an essential process in many organisms and has attracted much attention as a green sustainable method in organic synthesis. An oxidative bromo‐etherification involving bromine transfer from alkyl or aryl bromides upon reacting with aldehydes via Grignard reaction and oxidation of bromide was developed to provide the various substituted tetrahydrofurans in high yields. This reaction was promoted through the magnesium Lewis acid activation of hypobromate. For more details, see the Communication by K. Moriyama, C. Nishinohara, and H. Togo on page 11934 ff.