Umpolung Synthesis of Selenoesters and Telluroesters via the Photoinduced Coupling of Acylsilanes with Electrophilic Chalcogen Reagents,Organic Letters

当前位置： X-MOL 学术 › Org. Lett. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Umpolung Synthesis of Selenoesters and Telluroesters via the Photoinduced Coupling of Acylsilanes with Electrophilic Chalcogen Reagents
Organic Letters ( IF 4.9 ) Pub Date : 2024-09-12 , DOI: 10.1021/acs.orglett.4c02757
Ryosuke Masuda ₁ , Yuki Anami ₁ , Hiroyuki Kusama ₁

Affiliation

A novel synthesis of selenoesters and telluroesters based on the reactions of nucleophilic siloxycarbenes, which were generated by the visible-light-induced isomerization of the corresponding aroyl-, heteroaroyl-, or alkenoylsilanes, with electrophilic chalcogen reagents was developed. The use of appropriate selenides or ditellurides/Lewis acids enabled the coupling at temperatures below ambient temperature with a broad substrate scope and high functional-group tolerance. To the best of our knowledge, this is the first example of a synthetic method for selenoesters and telluroesters involving the combination of an acylanion equivalent and cationic chalcogen synthons.

中文翻译：

通过酰基硅烷与亲电硫属试剂的光诱导偶联合成硒酯和碲酯

开发了一种基于亲核硅氧卡宾与亲电硫属试剂反应的硒酯和碲酯的新合成方法，亲核硅氧卡宾是通过相应芳酰基、杂芳酰基或烯酰基硅烷的可见光诱导异构化产生的。使用适当的硒化物或二碲化物/路易斯酸能够在低于环境温度的温度下进行偶联，具有广泛的底物范围和高官能团耐受性。据我们所知，这是涉及酰基阴离子等价物和阳离子硫属元素合成子组合的硒酯和碲酯合成方法的第一个例子。

更新日期：2024-09-12

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南