碱介导的原氨基苯酚和原乙烯基苯酚与异汀的 MBH 碳酸酯的环化反应:直接获得二氢苯并呋喃和苯并呋喃衍生物

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC
Daqian Wang, Xing Liu, Jing Sun, Ying Han, Chao-Guo Yan
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引用次数: 0

摘要

我们开发了一种简便的合成方案,通过路易斯碱介导的环化反应,在温和和无金属的条件下,将原亚氨基苯酚和原乙烯基苯酚与异汀的 MBH 碳酸酯进行环化反应,从而高效地构建出重要的二氢苯并呋喃和苯并呋喃支架。通过使用不同的取代异汀衍生的 MBH 碳酸酯与原 N-对甲苯磺酸亚氨基苯酚和原乙烯基苯酚,成功地选择性生成了不同种类的二氢苯并呋喃和苯并呋喃衍生物。其特点包括底物范围广、官能团兼容性好、分子多样性高和原子经济性好。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Base-Mediated Annulation of ortho-Iminophenols and ortho-Vinylphenols with MBH Carbonates of Isatins: Straightforward Access to Dihydrobenzofuran and Benzofuran Derivatives

Base-Mediated Annulation of ortho-Iminophenols and ortho-Vinylphenols with MBH Carbonates of Isatins: Straightforward Access to Dihydrobenzofuran and Benzofuran Derivatives
We have developed a convenient synthetic protocol for efficient construction of significant dihydrobenzofuran and benzofuran scaffolds by Lewis base-mediated annulation reaction ortho-iminophenols and ortho-vinylphenols with MBH carbonates of isatins under mild and metal-free conditions. The selective generation of different kinds of dihydrobenzofuran and benzofuran derivatives was successfully achieved by employing different substituted isatin-derived MBH carbonates with ortho-N-tosyliminophenols and ortho-vinylphenols. The features included broad substrate scopes, excellent functional group compatibility, high molecular diversity, and atomic economy.
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来源期刊
The Journal of Organic Chemistry
The Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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