Qiu Dachuan, Shi Jiarong, Guo Qianyu, Xu Qiuxia, Li Baosheng, Li Yang
School of Chemistry and Chemical Engineering , Chongqing University , 174 Shazheng Street , Chongqing 400030 , People's Republic of China.
J Am Chem Soc. 2018 Oct 17;140(41):13214-13218. doi: 10.1021/jacs.8b08915. Epub 2018 Oct 5.
A unique approach toward the preparation of cyclohexenynone equivalents was successfully developed via oxidative dearomatization of aryne precursors, featuring multiple functionalities on the target rings. Upon activation, these in situ formed cyclohexenynone intermediates exhibit good to excellent reactivity with various trapping agents. Moreover, an unprecedented cascade was discovered with aryl allyl sulfoxides, revealing a deeper utilization of the alkyne bond by concomitantly introducing one nucleophile and two electrophiles.
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