Cross-Dehydrogenative Coupling of Carbonyls for Heterocycle Synthesis

Cross-Dehydrogenative Coupling of Carbonyls for Heterocycle Synthesis
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DOI:
10.1007/978-981-13-9144-6_6
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发表时间:
2019
期刊:
Heterocycles via Cross Dehydrogenative Coupling
影响因子:
--
通讯作者:
R. Yazaki;T. Ohshima
R. Yazaki;T. Ohshima
中科院分区:
其他
文献类型:
--
作者:
R. Yazaki;T. Ohshima

文献摘要

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通过Paal-Knorr反应,不对称的1,4-二羰基化合物可以被转化为多种有用的杂环化合物,交叉偶联反应是合成不对称1,4-二羰基化合物的有力工具。在早期的工作中,过量的一种偶联配偶体用于使交叉偶联产物的产率超过不期望的均偶联二聚体。最近,几个研究小组开发了一种有效的方法,用于使用等摩尔或稍微过量的偶联伴侣化学选择性交叉偶联两个不同的羰基。此外,还报道了两个不同羰基的催化交叉偶联反应。在这些反应中,不需要化学计量量的碱。本章介绍了两种不同羰基化合物的分子间交叉偶联反应的最新进展,并概述了化学选择性交叉偶联和产物转化为杂环的策略。
Cross-dehydrogenative coupling of two different carbonyls is regarded as a powerful tool for the synthesis of unsymmetrical 1,4-dicarbonyl, which can be transformed into a variety of synthetically useful heterocycles through Paal–Knorr reaction. In early works, excess amounts of one coupling partner were used for the satisfactory yield of the cross-coupling product over undesired homo-coupling dimer. Recently, several research groups developed an efficient method for the chemoselective cross-coupling of two different carbonyls using an equimolar or slightly excess amount of coupling partner. Furthermore, catalytic cross-dehydrogenative coupling of two different carbonyls was reported. In these reactions, no stoichiometric amount of bases was required. This chapter covers recent progress of intermolecular cross-dehydrogenative coupling of two different carbonyls and overview of the strategy for chemoselective cross-coupling and product transformations into heterocycles.