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首页> 外文期刊>Catalysis science & technology >Green oxidative synthesis of primary amides from primary alcohols or aldehydes catalyzed by a cryptomelane-type manganese oxide-based octahedral molecular sieve, OMS-2
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Green oxidative synthesis of primary amides from primary alcohols or aldehydes catalyzed by a cryptomelane-type manganese oxide-based octahedral molecular sieve, OMS-2

机译：由加密烷基型氧化锰基八面体分子筛子OMS-2催化的原代醇或醛催化的原发性酰胺或醛的绿色氧化合成

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摘要

In this study, a new green synthetic route to primary amides, that is, aerobic oxidative amidation of primary alcohols or aldehydes with ammonia, has been developed. In the presence of a cryptomelane-type manganese oxide-based octahedral molecular sieve (OMS-2), various kinds of structurally diverse primary alcohols or aldehydes including aromatic, olefinic, heteroaromatic, and aliphatic ones can be converted into the corresponding primary amides in moderate to high yields (20 examples from primary alcohols and 11 examples from aldehydes). Furthermore, gram-scale amidation is also effective, and the analytically pure primary amides can easily be isolated. The present catalysis by OMS-2 is truly heterogeneous in nature, and the retrieved OMS-2 catalyst can be reused several times (at least 12 times for the amidation of 2-pyridinemethanol). Though the formation rates of the corresponding primary amide are gradually decreased by repeating reuse experiments, OMS-2 can be regenerated by calcination. The present OMS-2-catalyzed amidation of primary alcohols is composed of four relay steps: (i) oxidative dehydrogenation of primary alcohols, (ii) dehydrative condensation of aldehydes with ammonia, (iii) oxidative dehydrogenation of aldimines, and (iv) hydration of nitriles to form the corresponding primary amides. All steps (i)-(iv) can be promoted by the presence of OMS-2.
机译：在这项研究中，已经开发了一种新的绿色合成途径到原代酰胺，即对原代酒精或醛与氨的有氧氧化掺杂。在存在基质型锰氧化锰基八面体分子筛（OMS-2）的情况下，各种结构多样的原代醇或醛，包括芳香族，烯烃，杂型，杂种和脂肪族的含量，可以转化为中等的原发性在相应的原发性剂量中高产量（来自初级醇的20个例子，醛的11个例子）。此外，革兰氏尺度的趋势也很有效，并且可以轻松地分离出分析纯的原代酰胺。 OMS-2的目前催化本质上是真正的异质性，并且可以将检索到的OMS-2催化剂重复多次（至少12次添加了2-吡啶甲醇的12次）。尽管通过重复使用实验逐渐降低了相应原代酰胺的形成速率，但可以通过钙化来再生OMS-2。目前的OMS-2催化原醇的掺杂由四个继电器步骤组成：（i）二醇的氧化脱氢作用，（ii）醛与氨的脱氢冷凝，（iii）（iii）氧化脱氢的醛固醛和（IV）水理的氧化脱水。硝酸盐形成相应的原代酰胺。所有步骤（i） - （iv）可以通过OMS-2的存在来促进。

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