10.1021/acs.joc.8b02074.s001
Taiki Yokoi
Taiki
Yokoi
Hiroki Tanimoto
Hiroki
Tanimoto
Tomomi Ueda
Tomomi
Ueda
Tsumoru Morimoto
Tsumoru
Morimoto
Kiyomi Kakiuchi
Kiyomi
Kakiuchi
Site-Selective Conversion of Azido Groups at Carbonyl α‑Positions to Diazo Groups in Diazido and Triazido Compounds
American Chemical Society
2018
site-selective conversions
carbonyl α- position
reaction conditions
Diazo Groups
site-selective conjugation
paper reports
α- diazo carbonyl groups
alkyl azido groups
β- elimination
alkyl azides
Site-Selective Conversion
Azido Groups
diazo compounds
Triazido Compounds
triazido molecule
2018-09-26 21:29:41
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Site-Selective_Conversion_of_Azido_Groups_at_Carbonyl_Positions_to_Diazo_Groups_in_Diazido_and_Triazido_Compounds/7138049
This paper reports on the selective
conversion of alkyl azido groups
at the carbonyl α-position to diazo compounds. Through β-elimination
of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl
moieties were transformed into α-diazo carbonyl groups in one
step. As these reaction conditions do not involve aryl or general
alkyl azides, site-selective conversions of di- and triazides were
achieved. Through this method, the successive site-selective conjugation
of the triazido molecule with three different components is demonstrated.