One-pot synthesis of nitrones from primary amines and aldehydes catalyzed by methyltrioxorhenium

One-pot synthesis of nitrones from primary amines and aldehydes catalyzed by methyltrioxorhenium
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DOI:
10.1002/cssc.200700156
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发表时间:
2008-01-01
期刊:
影响因子:
8.4
通讯作者:
Goti, Andrea
Goti, Andrea
中科院分区:
化学2区
文献类型:
--
作者:
Cardona, Francesca;Bonanni, Marco;Goti, Andrea

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在甲基三氧铼 (MTO) 作为催化剂的情况下,使用脲-过氧化氢 (UHP) 作为化学计量氧化剂,对伯胺和醛进行一锅缩合/氧化,以简单且区域选择性的方式提供硝酮。 UHP 是一种实用且安全的 H2O2 来源,在这里使用它代替 H2O2 水溶液也大大简化了后处理程序,同时避免了使用有机溶剂的顺式萃取。通常,在反应结束时,固体尿素会被简单地过滤掉。从可持续性的角度来看,这种一锅合成操作简单,在温和的条件下进行,具有较高的原子经济性,并释放水作为唯一的副产物。
One-pot condensation/oxidation of primary amines and aldehydes using urea-hydrogen peroxide (UHP) as the stoichiometric oxidant in the presence of methyltrioxorhenium (MTO) as catalyst affords nitrones in a simple and regioselective manner. UHP is a practical and safe source of H2O2, and its use here instead of aqueous H2O2 solutions also simplifies greatly the workup procedure cis extractions with organic solvents con be avoided. Typically, at the end of the reaction the solid urea is simply filtered off From a sustainability point of view, this one-pot synthesis is simple to perform, takes place under mild conditions, has a high atom economy, and releases water as the only by-product.