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通过可见光触发的α-叠氮查耳酮分解来获得 1a,6b-二氢-1H-苯并呋[2,3-b]氮杂环丁烯和苯并呋喃-2-胺。

Access to 1a,6b-Dihydro-1H-benzofuro[2,3-b]azirines and Benzofuran-2-amines via Visible Light Triggered Decomposition of α-Azidochalcones.

机构信息

Applied Organic Chemistry Group, Chemical Sciences & Technology Division, CSIR-North East Institute of Science & Technology (NEIST) , Jorhat, Assam-785006, India.

Academy of Scientific and Innovative Research (AcSIR), CSIR-NEIST Jorhat, Assam-785006, India.

出版信息

Org Lett. 2017 Oct 6;19(19):5364-5367. doi: 10.1021/acs.orglett.7b02643. Epub 2017 Sep 28.

Abstract

A novel, efficient, organic process that involves a photocatalyst-free visible light triggered decomposition of α-azidochalcones, followed by intramolecular cyclization, 1,2-acyl migration, and isomerization to construct benzofuran based molecular architectures, is described. The scope and limitation of the synthetic strategy were studied by synthesizing over 30 structurally diverse benzofurans in high yields.

摘要

本文描述了一种新颖、高效的有机反应,它涉及到无 photocatalyst 的可见光引发的α-叠氮查耳酮的分解,随后进行分子内环化、1,2-酰基迁移和异构化,以构建基于苯并呋喃的分子结构。通过合成 30 多种结构多样的苯并呋喃,研究了该合成策略的范围和限制,产率高。

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