钯催化非取代1h -吡咯C-H基化反应中配体控制的C2或c3选择性开关

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-30 DOI:10.1021/acs.orglett.4c04085

Miyuki Yamaguchi, Kenichi Nakai, Kiho Morioka, Ayano Sato, Sakiko Fujiwara, Hideyuki Konishi, Kei Manabe

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引用次数: 0

摘要

以钯和合适的膦配体为催化剂，实现了非取代1h -吡咯与芳酰氯/非氟酸盐的C2或c3选择性直接C-H芳化反应。通过改变配体可以改变芳基化的选择性，首次实现了非取代1h -吡咯的c3选择性芳基化。buoli在抑制n -芳基化和加速C2-或c3 -芳基化中发挥重要作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ligand-Controlled C2- or C3-Selectivity Switching in the Palladium-Catalyzed C–H Arylation of Nonsubstituted 1H-Pyrrole

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Ligand-Controlled C2- or C3-Selectivity Switching in the Palladium-Catalyzed C–H Arylation of Nonsubstituted 1H-Pyrrole

The C2- or C3-selective direct C–H arylation of nonsubstituted 1H-pyrrole with aryl chlorides/nonaflates was achieved using catalysts derived from palladium and appropriate phosphine ligands. The site selectivity of the arylation can be switched by changing the ligands, and the C3-selective arylation of nonsubstituted 1H-pyrrole was realized for the first time. tBuOLi played an important role in suppressing N-arylation and accelerating C2- or C3-arylation.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.