硝酮
化学性质
硝酮是1,3-偶极体,可发生1,3-偶极环加成反应。它与烯烃发生环加成得到异噁唑啉环系:
这类反应的一个典型例子是Baylis-Hillman加成物与 C-苯基-N-甲基硝酮(R1 = 苯基,R2 = 氢,R3 = 甲基)加成为异噁唑啉的反应。[1]
硝酮也可与末端炔烃在铜盐存在下反应生成 β-内酰胺,即Kinugasa反应。[2] 例如:[3]
参考资料
- ^ Branislav Dugovič, Lubor Fišera, Christian Hametner and Nada Prónayovác. Diastereoselectivity of Nitrone 1,3-Dipolar Cycloaddition to Baylis-Hillman Adducts. Arkivoc. 2004,. BS-834A [2009-09-22]. (原始内容存档于2007-09-27).
- ^ Manabu Kinugasa and Shizunobu Hashimoto. The reactions of copper(I) phenylacetylide with nitrones. J. Chem. Soc., Chem. Commun. 1972: 466–467. doi:10.1039/C39720000466.
- ^ Runa Pal and Amit Basak. A novel synthesis of -lactam fused cyclic enediynes by intramolecular Kinugasa reaction. Chem. Commun. 2006: 2992–2994. doi:10.1039/b605743h.