Aryne-Based Multicomponent Coupling Reactions

Aryne-Based Multicomponent Coupling Reactions
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DOI:
10.1055/s-0039-1690824
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发表时间:
2020-05-01
期刊:
影响因子:
2
通讯作者:
Lee, Daesung
Lee, Daesung
中科院分区:
化学4区
文献类型:
--
作者:
Ghorai, Sourav;Lee, Daesung

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多组分反应是合成大量原子经济性高的小分子的有力工具,可以有效地拓展分子多样性和复杂性的化学空间。基于芳基的MCR为构建官能化芳烃和苯并稠合杂环提供了多种可能性。由于它们的亲电性质,芳基炔与广泛的亲核试剂偶联。因此,已经开发了多种芳炔基MCR,其代表性在本说明中进行了总结。1引言2基于芳基的多组分反应2.1用异氰酸酯捕获2.2用亚胺捕获2.3用胺捕获2.4插入π键2.5用醚和硫醚捕获2.6用碳负离子捕获2.7过渡金属催化的方法3基于六氢二烯的策略-桤木反应3.1二卤化3.2卤代羟基化和卤代酰化3.3酰胺和酰亚胺3.4喹唑啉3.5苯并环丁烯-1,2-二亚胺和3 H -吲哚-3-亚胺3.6芳基和异氰酸酯的其他MCR 4结论
Multicomponent reactions (MCRs) constitute a powerful synthetic tool to generate a large number of small molecules with high atom economy, which thus can efficiently expand the chemical space with molecular diversity and complexity. Aryne-based MCRs offer versatile possibilities to construct functionalized arenes and benzo-fused heterocycles. Because of their electrophilic nature, arynes couple with a broad range of nucleophiles. Thus, a variety of aryne-based MCRs have been developed, the representative of which are summarized in this account.1 Introduction2 Aryne-Based Multicomponent Reactions2.1 Trapping with Isocyanides2.2 Trapping with Imines2.3 Trapping with Amines2.4 Insertion into pi-Bonds2.5 Trapping with Ethers and Thioethers2.6 Trapping with Carbanions2.7 Transition-Metal-Catalyzed Approaches3 Strategies Based on Hexadehydro Diels-Alder Reaction3.1 Dihalogenation3.2 Halohydroxylation and Haloacylation3.3 Amides and Imides3.4 Quinazolines3.5 Benzocyclobutene-1,2-diimines and 3 H -Indole-3-imines3.6 Other MCRs of Arynes and Isocyanides4 Conclusion