%0 Generic %A Yokoi, Taiki %A Tanimoto, Hiroki %A Ueda, Tomomi %A Morimoto, Tsumoru %A Kakiuchi, Kiyomi %D 2018 %T Site-Selective Conversion of Azido Groups at Carbonyl α‑Positions to Diazo Groups in Diazido and Triazido Compounds %U https://acs.figshare.com/articles/dataset/Site-Selective_Conversion_of_Azido_Groups_at_Carbonyl_Positions_to_Diazo_Groups_in_Diazido_and_Triazido_Compounds/7138040 %R 10.1021/acs.joc.8b02074.s004 %2 https://acs.figshare.com/ndownloader/files/13137224 %K site-selective conversions %K carbonyl α- position %K reaction conditions %K Diazo Groups %K site-selective conjugation %K paper reports %K α- diazo carbonyl groups %K alkyl azido groups %K β- elimination %K alkyl azides %K Site-Selective Conversion %K Azido Groups %K diazo compounds %K Triazido Compounds %K triazido molecule %X 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. %I ACS Publications