Wang Yu-Chun, Huang Yen-Hsiang, Tsai Hung-Chang, Basha R Sidick, Chou Chih-Ming
Department of Applied Chemistry, National University of Kaohsiung, 700 Kaohsiung University Road, Nanzih District, Kaohsiung 81148, Taiwan.
Org Lett. 2020 Sep 4;22(17):6765-6770. doi: 10.1021/acs.orglett.0c02241. Epub 2020 Aug 26.
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.
报道了一个亲芳族C（烯基）-H烯基化的例子。该方法利用游离羧酸作为导向基团，用于1,4-环己二烯的C（烯基）-H活化，并与各种烯烃偶联。实现了亲芳族酸的直接和连续双烯基化反应。通过所得亲芳族1,3-二烯的[4 + 2]环加成和脱羧芳构化反应展示了其合成适用性。此外，还进行了几项动力学研究以阐明反应机理。
