Palladium-Catalyzed Proaromatic C(Alkenyl)-H Olefination: Synthesis of Densely Functionalized 1,3-Dienes

被引：31

作者：

Wang, Yu-Chun ^{[1
]}

Huang, Yen-Hsiang ^{[1
]}

Tsai, Hung-Chang ^{[1
]}

Basha, R. Sidick ^{[1
]}

Chou, Chih-Ming ^{[1
]}

机构：

[1] Natl Univ Kaohsiung, Dept Appl Chem, Kaohsiung 81148, Taiwan

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 17期

关键词：

C-H BONDS; CONJUGATED POLYMERS; ARYLATION; EFFICIENT; ALKYLATION; CHELATION; ACCESS; SP(2); ACIDS;

D O I：

10.1021/acs.orglett.0c02241

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An example of proaromatic C(alkenyl)-H olefination is reported. This protocol utilized a free carboxylic acid as a directing group for C(alkenyl)-H activation of 1,4-cyclohexadiene and coupled with various alkenes. Direct and sequential bisolefinations of proaromatic acids were achieved. The synthetic applicability has been exhibited by [4 + 2] cycloaddition and decarboxylative aromatization of the resulting proaromatic 1,3-dienes. Additionally, several kinetic studies also have been carried out to elucidate the reaction mechanism.

引用

页码：6765 / 6770

页数：6

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