One-pot synthesis of N-chloroacetyl 1-aminoalkyl phosphonates -: Precursors of 4-phosphono-β-lactams
One-pot synthesis of N-chloroacetyl 1-aminoalkyl phosphonates -: Precursors of 4-phosphono-β-lactams
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DOI：
10.1055/s-2005-918440
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发表时间：
2005-12-20
影响因子：
2.6
通讯作者：
Stevens, CV
中科院分区：
文献类型：
--
作者：
Moonen, K;Stevens, CV
4-膦基-β-内酰胺通过三步序列合成，包括通过磷稳定的碳负离子最终形成 C3-C4 键。氯化前体可以通过两种不同的方法合成：芳香族亚胺的一锅法N-酰化，然后添加亚磷酸三烷基酯，或者合适的亚胺的膦酰化，然后在单独的反应步骤中进行N-酰化。优选前一种方法，因为反应容易并且获得良好的收率。
4-Phosphono-beta-lactams are synthesized via a three-step sequence, including final formation of the C3-C4 bond through a phosphorus-stabilized carbanion. The chlorinated precursors can be synthesized via two different methods: a one-pot N-acylation of an aromatic imine followed by addition of a trialkyl phosphite or phosphonylation of a suitable imine followed by N-acylation in a separate reaction step. The former method was preferred because of the ease of the reaction and the good yields obtained.