Pd-Catalyzed Synthesis of 9,9′-Bifluorenylidene Derivatives via Dual C-H Activation of Bis-biaryl Alkynes

被引：60

作者：

Zhao, Jian ^{[1
]}

Asao, Naoki ^{[1
]}

Yamamoto, Yoshinori ^{[1
,2
]}

Jin, Tienan ^{[1
]}

机构：

[1] Tohoku Univ, WPI Adv Inst Mat Res WPI AIMR, Sendai, Miyagi 9808577, Japan

[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 27期

关键词：

INTRAMOLECULAR ALKANE ARYLATION; ELECTRON-ACCEPTOR; BONDS; BIS(BIARYL)ACETYLENES; HYDROARYLATION; CYCLIZATION; ANNULATION; HYDROCARBONS; MULTIPLE; POLYMERS;

D O I：

10.1021/ja503252k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report a novel Pd-catalyzed alkyne-directed dual C-H activation of bis-biaryl alkynes, which produced important and useful products, 9,9'-bifluorenylidene (9,9'BF) derivatives, in high yields with a broad range of functional group compatibility. The combination of the PdCl2 catalyst with the MnO2 oxidant and PivOH additive is vital for realization of the present catalytic transformation. Mechanistic evidence suggests that this intramolecular arene/alkyne annulation may take place through unusual dual C-H activation followed by annulation with alKynes.

引用

页码：9540 / 9543

页数：4

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