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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Diazoalkane 1,3-dipolar cycloaddition ： ウィキペディア英語版 Diazoalkane 1,3-dipolar cycloaddition The Diazoalkane 1,3-dipolar cycloaddition is a 1,3-dipolar cycloaddition (an organic reaction) between a 1,3-dipole diazo compound (notably diazomethane) and a dipolarophile. When the dipolarphile is an alkene, the reaction product is a pyrazoline.〔''Advanced organic chemistry: reaction mechanisms'', Reinhard Brückner〕 The reaction product of a cycloaddition between diazomethane and trans-diethyl glutaconate is a 1-pyrazoline. This reaction is 100% regioselective because the diazo terminal nitrogen atom bonds exclusively to the alpha-carbon of the ester. The reaction is also a syn addition, and the configuration in the dipolarophile is preserved. The 1-pyrazoline is unstable and isomerizes to the 2-pyrazoline due to favorable conjugation with the ester group. With phenyldiazomethane as the reactant the regioselectivity is reversed and the reaction is extended even further by simple air organic oxidation of the 2-pyrazoline to the pyrazole. Another example of a diazo cycloaddition is a diazo-thioketone coupling. ==References== 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Diazoalkane 1,3-dipolar cycloaddition」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.