2 -氨基芳基酮肟和异氰酸酯环化合成2 -氨基喹唑啉

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2025-01-08 DOI:10.1002/adsc.202401463

Hui-Shu Lin, Rongxiuyuan Huang, Xu Wang, Jin-Ping Fu, Yuyuan Liu, Yi Yi, Ying-ming Pan

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引用次数: 0

摘要

研究了一种I2/异氰酸氢过氧化氢（CHP）介导的2 -氨基基酮肟与异氰酸酯的串联环化反应。在无过渡金属的条件下，以49% ~ 96%的收率得到了多种2 -氨基喹唑啉，得到的4 -苯基喹唑啉2 -胺具有典型的荧光发射特性。该策略成功的关键在于通过羟基肟的N - O键裂解形成亚胺基自由基。

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Synthesis of 2‐Aminoquinazolines through I2‐Catalyzed Cyclization of 2‐Aminoaryl Ketone Oximes and Isocyanides

An I2/cumene hydroperoxide (CHP)‐mediated tandem cyclization of 2‐aminoaryl ketone oximes with isocyanides has been developed. Various 2‐aminoquinazolines were obtained in 49‐96% yields under transition‐metal‐free conditions, and the resulting 4‐phenylquinazolin‐2‐amines show typical fluorescent emission properties. The key to the success of this strategy involves the formation of iminyl radical via the N‐O bond cleavage of hydroxy oxime.

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.