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PIFA-Mediated Oxidative Cyclization Reactions of α-Acyl Acrylamides: A Synthetic Route to Substituted Isoxazol-3(2H)-ones
Synthesis ( IF 2.2 ) Pub Date : 2018-02-21 , DOI: 10.1055/s-0037-1609318
Rui Zhang 1 , Dewen Dong 1 , Jingwen Yuan 1, 2 , Chitturi Rao 1 , Qian Zhang 1 , Yongjiu Liang 1 , Ning Zhang 1
Affiliation  

Abstract

An intramolecular cyclization of various α-acyl β-amino acrylamides in the presence of PIFA and TFA is described. This transformation features mild reaction conditions, simple execution, high chemo­selectivity, and metal catalyst-free oxidation, and thereby, provides not only an alternative protocol for the construction of N–O bond, but also an efficient and straightforward synthesis of substituted isoxazol-3(2H)-ones from readily available α-acyl acrylamides.

An intramolecular cyclization of various α-acyl β-amino acrylamides in the presence of PIFA and TFA is described. This transformation features mild reaction conditions, simple execution, high chemo­selectivity, and metal catalyst-free oxidation, and thereby, provides not only an alternative protocol for the construction of N–O bond, but also an efficient and straightforward synthesis of substituted isoxazol-3(2H)-ones from readily available α-acyl acrylamides.



中文翻译:

PIFA介导的α-酰基丙烯酰胺的氧化环化反应:合成的替代Isoxazol-3(2H)-ones的合成路线。

摘要

描述了在PIFA和TFA存在下各种α-酰基β-氨基丙烯酰胺的分子内环化。这种转化具有温和的反应条件,简单的操作,高的化学选择性和无金属催化剂的氧化,因此,不仅为构建N–O键提供了替代方案,而且还提供了高效,直接合成取代的异恶唑3的方法。 (2 H)-ones易于获得的α-酰基丙烯酰胺。

描述了在PIFA和TFA存在下各种α-酰基β-氨基丙烯酰胺的分子内环化。这种转化具有温和的反应条件,简单的操作,高的化学选择性和无金属催化剂的氧化,因此,不仅为构建N–O键提供了替代方案,而且还提供了高效,直接合成取代的异恶唑3的方法。 (2 H)-ones易于获得的α-酰基丙烯酰胺。

更新日期:2018-02-21
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