One-pot synthesis of β-diketimine ligands
One-pot synthesis of β-diketimine ligands
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DOI：
10.1139/v10-109
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发表时间：
2010-10-01
期刊：
影响因子：
--
通讯作者：
Schaper, Frank
中科院分区：
文献类型：
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作者：
El-Zoghbi, Ibrahim;Ased, Aysha;Schaper, Frank
以乙酰丙酮和2当量的N，N‘-二烷基-2-氨基-4-亚氨基-2-烯为原料，通过简单的一锅反应，高产率地合成了对称的N，N’-二烷基-2-氨基-4-亚氨基-2-烯(NaNAC(R)H)。胺类物质。优化的条件要求共沸除水，使用最少量的溶剂，1当量。一种酸。可以使用对甲苯磺酸、盐酸或两者的混合物，后者是最有利的。从而获得了纯度高于95%的对称NaCnacRH，R=Me的产率为65%，R=n-Pr、i-Pr、i-Bu、Bn、Cy和(+)-CH(Me)Ph的产率为80%~95%。
Symmetric N,N'-dialkyl-2-amino-4-imino-pent-2-enes (nacnac(R)H) can be prepared in high yields in a simple one-pot reaction from acetylacetone and 2 equiv. of amine. Optimized conditions require the azeotropic removal of water, use of a minimum amount of solvent, and of 1 equiv. of acid. Either para-toluenesulfonic acid, hydrochloric acid, or a mixture of both can be employed, with the latter being most advantageous. Symmetric nacnacRH are thus obtained in higher than 95% purity and with 65% yield for R = Me and 80%-95% yields for R = n-Pr, i-Pr, i-Bu, Bn, Cy, and (+)-CH(Me)Ph.