Oxazole as an electron-deficient diene in the Diels-Alder reaction.

Oxazole as an electron-deficient diene in the Diels-Alder reaction.
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恶唑作为狄尔斯-阿尔德反应中的缺电子二烯。

DOI:
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发表时间:
2011
期刊:
影响因子:
5.2
通讯作者:
F. Méndez
F. Méndez
中科院分区:
化学1区
文献类型:
--
作者:
G. V. Suárez;E. González;F. Méndez

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恶唑与乙烯的Diels-Alder环加成反应通过将烷基或布朗斯台德酸或刘易斯酸加成到恶唑氮原子上来促进。其功效包括稳定过渡态、降低活化能垒和HOMO(亲二烯体)-LUMO(二烯)间隙以及增加反应的可逆性。
The Diels-Alder cycloaddition reaction of oxazole with ethylene is facilitated by addition of an alkyl group or Brønsted or Lewis acids to the oxazole nitrogen atom. The efficacy consists of stabilizing the transition state, lowering the activation barrier and the HOMO(dienophile)-LUMO(diene) gap, and increasing the reaction exothermicity.