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由-ynamidyl het(芳基)醛衍生物快速合成3-氨基-1-异苯并呋喃酮

Rapid synthesis of 3-amino-1-isochromene from -ynamidyl het(aryl) aldehyde derivatives.

作者信息

Habert Loïc, Diachenko Iryna, Gillaizeau Isabelle

机构信息

Institute of Organic and Analytical Chemistry, ICOA, UMR 7311, CNRS, Université d'Orléans, rue de Chartres 45100 Orléans France

出版信息

RSC Adv. 2020 Mar 10;10(17):9934-9939. doi: 10.1039/d0ra00768d. eCollection 2020 Mar 6.

DOI:10.1039/d0ra00768d
PMID:35498568
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9050208/
Abstract

A simple and original efficient synthesis of 3-amino-1-isochromene bearing a bromine atom at the C-1 position a 6-endo-cyclization approach from generated -ynamidyl het(aryl) aldehyde derivatives is achieved under mild reaction conditions and with good yields. Original -ynamidyl benzaldehyde compounds were also successfully obtained.

摘要

通过一种简单且新颖的高效合成方法,在温和的反应条件下以良好的产率实现了从生成的炔酰胺基杂(芳基)醛衍生物出发,采用6-内型环化方法合成在C-1位带有溴原子的3-氨基-1-异苯并呋喃酮。还成功获得了新颖的炔酰胺基苯甲醛化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91ea/9050208/02477f11d246/d0ra00768d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91ea/9050208/da5dc378f0e3/d0ra00768d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91ea/9050208/02477f11d246/d0ra00768d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91ea/9050208/da5dc378f0e3/d0ra00768d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91ea/9050208/02477f11d246/d0ra00768d-s2.jpg

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本文引用的文献

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Rapid synthesis of 3-amino isocoumarin derivatives from ynamides.从炔酰胺快速合成 3-氨基异噁唑啉衍生物。
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Gold-Catalyzed Oxidative Cyclizations of { o-(Alkynyl)phenyl propargyl} Silyl Ether Derivatives Involving 1,2-Enynyl Migration: Synthesis of Functionalized 1 H-Isochromenes and 2 H-Pyrans.
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The Divergent Cascade Reactions of Arylalkynols with Homopropargylic Amines or Electron-Deficient Olefins: Access to the Spiro-Isobenzofuran- b-pyrroloquinolines or Bridged-Isobenzofuran Polycycles.芳基炔醇与高炔丙基胺或缺电子烯烃的发散级联反应:构建螺-异苯并呋喃-γ-吡咯并喹啉或桥连-异苯并呋喃多环化合物
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