光诱导 2-氨基芳基乙炔的二氟乙基化或单氟甲基磺酰化反应，以获得多种七元 N-杂环

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2024-10-22 DOI:10.1002/ejoc.202400969

Yunfei Tian, Luping Zheng, Dongyu Guo, Xinping Ding, Weijun Fu, Zejiang Li

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引用次数: 0

摘要

顺利完成了 2-氨基芳基乙炔的光诱导双/三组分自由基二氟乙基化或单氟甲基磺酰化反应，得到了一系列二氟乙基或单氟甲基磺酰化的七元 N-杂环。这两种自由基体系具有简单/温和的反应条件、良好的底物范围和出色的 E/Z 选择性。此外，还成功地通过 HRMS 检测到了各种自由基中间体，从而探索了反应过程。单晶 X 射线衍射和放大实验研究了该环化体系的产物支架和应用。

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Photo-Induced Difluoroethylation or Monofluoromethyl Sulfonylation of 2-Amino Aryl Ethynes to Access Diverse Seven-Membered N-Heterocycles

A photo-induced two/three-component radical difluoroethylation or monofluoromethyl sulfonylation of 2-amino aryl ethynes was smoothly finished, which gave a series of difluoroethyl or monofluoromethyl sulfonyl seven-membered N-heterocycles. The two radical systems featured simple/mild reaction conditions, good substrate scopes, and excellent E/Z selectivity. In addition, various radical intermediates were successfully detected by HRMS to explore the reaction process. Single-crystal X-ray diffraction and scaled-up experiments examined the product scaffold and application of this cyclization system.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.