摘要/Abstract

发展了一种水相中无碱辅助的N-甲氧基-2-炔基苯甲酰胺的5-外型环化反应.该反应条件温和、反应高效、底物适用性广，可以以中等至优秀的收率合成得到一系列不同取代的N-甲氧基异吲哚-1-酮化合物，N-保护基对反应起到了促进作用.反应过程中，N-甲氧基保护基充当了分子内碱的角色，帮助了酰胺氮负离子的形成.通过反应温度的调控，实现了N无保护的异吲哚-1-酮化合物的合成.发展的以N-甲氧基-2-炔基苯甲酰胺为原料实现异吲哚-1-酮的绿色合成方法，是众多异吲哚-1-酮合成方法中的一种重要补充.
关键词: 水相, N-甲氧基-2-炔基苯甲酰胺, 5-外型环化反应, 异吲哚-1-酮
A based-free 5-exo-dig aza-cyclization of N-methoxyl-2-alkynylbenzamides in water is reported for the synthesis of various N-methoxylisoindolin-1-ones. The transformation proceeds smoothly with high efficiency and good functional group tolerance. In the process, it is believed that N-methoxyl protecting group serves as "molecular base" to facilitate the formation of amide nitrogen anion. Interestingly, by increasing reaction temperature, a series of N-free-isoindolin-1-ones were also obtained.
Key words: water, N-methoxyl-2-alkynylbenzamide, 5-exo-dig aza-cyclization, isoindolin-1-one


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