Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination.

Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination.
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DOI:
10.1021/acs.joc.5b01887
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发表时间:
2015-10-16
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Kozlowski MC
Kozlowski MC
中科院分区:
其他
文献类型:
--
作者:
VanGelder KF;Wang M;Kozlowski MC

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利用平行微尺度实验,开发了一种多功能和通用的催化策略,用于磷酸酯的α-芳基化。这些α-取代的磷酸酯具有广泛的用途,特别是在horner - wadsworth - emmons型烯烃反应中作为底物。然而,目前通往这些产品的路线涉及恶劣的条件,限制了功能的多样性。所述方法可用于多种芳酰氯和芳酰溴,包括几种杂环实例。
A versatile and general catalytic strategy has been developed for the α-arylation of phosphonoacetates utilizing parallel microscale experimentation. These α-substituted phosphonoacetates are widely useful, notably as substrates in the Horner–Wadsworth–Emmons-type olefinations. However, the current routes to these products involve harsh conditions, limiting the variety of functionality. The reported method can be used with a variety of aryl chlorides and aryl bromides, including several heterocyclic examples.