Rhodium-Catalyzed Dealkenylative Arylation of Alkenes with Arylboronic Compounds

被引：23

作者：

Tan, Guangying ^{[1
]}

Das, Mowpriya ^{[1
]}

Maisuls, Ivan ^{[1
]}

Strassert, Cristian A. ^{[2
]}

Glorius, Frank ^{[2
]}

机构：

[1] Westfalische Wilhelms Univ Munster, Organ Chem Inst, Corrensstr 40, D-48149 Munster, Germany

[2] Westfalische Wilhelms Univ Munster, CeNTech, CiMIC, SoN, Heisenbergstr 11, D-48149 Munster, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2021年 / 60卷 / 28期

关键词：

alkenes; C-C bond cleavage; dealkenylation arylation; organic fluorescent molecules; rhodium catalysis; C-C BOND; SELECTIVE HYDROARYLATION; ASYMMETRIC ARYLATION; DIRECTING GROUP; HECK REACTION; ARYL KETONES; H BONDS; CLEAVAGE; ACTIVATION; ACIDS;

D O I：

10.1002/anie.202105355

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The C-C bond formation reaction represents a fundamental and important transformation in synthetic chemistry, and exploring new types of C-C bond formation reactions is recognized as appealing, yet challenging. Herein, we disclose the first example of rhodium-catalyzed dealkenylative arylation of alkenes with arylboronic compounds, thereby providing an unconventional access to bi(hetero)aryls with excellent chemoselectivity. In this method, C(aryl)-C(alkenyl) and C(alkenyl)-C(alkenyl) bonds in various alkenes and 1,3-dienes can be cleaved via a hydrometalation and followed by beta-carbon elimination pathway for Suzuki-Miyaura reactions. Furthermore, a series of novel organic fluorescent molecules with excellent photophysical properties has been efficiently constructed with this protocol.

引用

页码：15650 / 15655

页数：6

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