Silver-Catalyzed Selective Multicomponent Coupling Reactions of Arynes with Nitriles and Isonitriles
Silver-Catalyzed Selective Multicomponent Coupling Reactions of Arynes with Nitriles and Isonitriles
复制标题
DOI：
10.1021/acs.orglett.9b04416
复制
发表时间：
2020-01-17
期刊：
影响因子：
5.2
通讯作者：
Lee, Daesung
中科院分区：
文献类型：
--
作者：
Ghorai, Sourav;Lin, Yongjia;Lee, Daesung
介绍了芳炔与异腈和腈的路径选择性多组分偶联反应。这些反应的关键是形成银-芳炔络合物，其显示出对异腈和腈的不同反应性，以形成两种不同形式的邻-亚硝酰基有机银芳烃物质。用另一种异腈截取芳炔-异腈加合物的腈基导致形成苯并环丁烯-1，2-二亚胺，而芳炔-腈加合物的腈基导致选择性形成3 H-吲哚-3-亚胺或3-亚氨基吲哚啉-2-醇，这取决于所用腈的结构。
Pathway selective aryne-based novel multicomponent coupling reactions with isonitriles and nitriles are described. Crucial to these reactions is the formation of a silver-aryne complex, which shows differential reactivity toward isonitriles and nitriles to form two different forms of ortho-nitrilium organosilver arene species. Interception of the nitrilium of an aryne-isonitrile adduct with another isonitrile leads to the formation of benzocyclobutene-1,2-diimines, whereas the nitrilium of an aryne-nitrile adduct renders selective formation of 3H-indol-3-imines or 3-iminoindolin-2-ol depending on the structure of the nitrile employed.