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Direct Oxidative Amidation of Aldoses by Iodine in Ammonia Water
Author(s) -
Chen MingYi,
Hsu JueLiang,
Shie JiunJie,
Fang JimMin
Publication year - 2003
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200300018
Subject(s) - chemistry , iodine , ammonia , aldose , organic chemistry , oxidative phosphorylation , glycoside , biochemistry
Aldopentoses, aldohexoses and the benzylated derivatives reacted with iodine in ammonia water at room temperature to give their corresponding saccharide amides in high yields. The reactions proceeded with oxidation of the aldose hemiacetals by iodine to generate the saccharide lactone intermediates, which underwent ammonolysis in situ to give the saccharide amides.