MeOTf‐Catalyzed Intramolecular Acyl‐Cyclization of Aryl Isocyanates: Efficient Access to Phenanthridin‐6(5H)‐one and 3,4‐Dihydroisoquinolin‐1(2H)‐one Derivatives,Asian Journal of Organic Chemistry

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MeOTf‐Catalyzed Intramolecular Acyl‐Cyclization of Aryl Isocyanates: Efficient Access to Phenanthridin‐6(5H)‐one and 3,4‐Dihydroisoquinolin‐1(2H)‐one Derivatives
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-10-21 , DOI: 10.1002/ajoc.202000556
Song Zou ₁ , Zeyu Zhang ₁ , Chao Chen ₁ , Chanjuan Xi _{1,

2}

Affiliation

MeOTf‐catalyzed intramolecular acyl‐cyclization of aryl isocyanates has been realized to provide (NH)‐phenanthridinones and lactams under metal‐free conditions. A variety of functional groups are tolerated in their scaffolds with good to excellent yields. The reaction could be carried to gram scale and a range of natural alkaloids, such as crinasiadine, benzophenidine alkaloid (ZYH005), N‐methylcrinasiadine, and trisphaeridine could be synthesized directly or in short steps with high yields.

中文翻译：

MeOTf催化的芳基异氰酸酯的分子内酰基环化反应：有效地获得对菲啶-6（5H）-1和3,4-二氢异喹啉-1（2H）-1衍生物

MeOTf催化的芳基异氰酸酯分子内酰基环化反应可在无金属条件下提供（NH）-菲啶酮和内酰胺。各种功能基团在其支架中均具有良好至极佳的产量。该反应可以进行克量级的合成，可以直接或在短时间内以高收率合成一系列天然生物碱，例如克林纳西丁，苯甲酰苯碱生物碱（ZYH005），N-甲基肉桂酸和三叶啶。

更新日期：2020-10-21

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