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Rh(III)-催化的苯并咪唑和 CF-亚胺磺酰叶立德的双重 C-H 活化/级联环化反应合成三氟甲基修饰的苯并[][1,8]萘啶。

Rh(III)-Catalyzed Dual C-H Activation/Cascade Annulation of Benzimidates and CF-Imidoyl Sulfoxonium Ylides for the Synthesis of Trifluoromethyl-Decorated Benzo[][1,8]naphthyridines.

机构信息

Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, China.

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, Liaoning 116023, China.

出版信息

Org Lett. 2022 Dec 9;24(48):8864-8869. doi: 10.1021/acs.orglett.2c03666. Epub 2022 Dec 1.

Abstract

An efficient and straightforward approach for the synthesis of trifluoromethyl-decorated benzo[][1,8]naphthyridines has been achieved via the Rh(III)-catalyzed dual C-H activation and cascade annulation of benzimidates and CF-imidoyl sulfoxonium ylides. The novel transformation involves the formation of four new chemical bonds along with the release of two molecules of dimethyl sulfoxide (DMSO) and one molecule each of ethanol and amine. The optoelectronic properties of the obtained fused aromatic products have been investigated by recording the UV-vis absorption and emission spectra.

摘要

通过铑(III)催化的苯并咪唑和 CF-亚氨酰磺酰亚胺的双重 C-H 活化和级联环化反应,实现了一种高效、直接的合成三氟甲基化苯并[][1,8]萘啶的方法。该新转化涉及形成四个新的化学键,同时释放出两分子二甲亚砜(DMSO)和一分子乙醇和胺。通过记录紫外-可见吸收和发射光谱,研究了得到的稠环芳烃产物的光电性能。

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