Ma Wenbo, Tan Yuqiang, Wang Yang, Li Zhiyi, Li Zheyu, Gu Linghui, Mei Ruhuai, Cheng An
Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, Chengdu 610106, P. R. China.
Department of Pharmacology, Tohoku University, Sendai 980-8578, Japan.
Org Lett. 2021 Aug 20;23(16):6200-6205. doi: 10.1021/acs.orglett.1c01684. Epub 2021 Aug 2.
Herein, we report a highly efficient ruthenium-catalyzed -selective C(sp)-H acylmethylation of 1-naphthols with α-carbonyl sulfoxonium ylides by utilizing hydroxyl as a weakly coordinating directing group. This new method imparts good reactivity, excellent chemo- and regioselectivity, and broad functional group tolerance and involves mild reaction conditions. The C-H acylmethylated products can be readily cyclized into fluorescent annulated pyrans by a one-pot process.
在此,我们报道了一种高效的钌催化的1-萘酚与α-羰基硫鎓叶立德的C(sp)-H酰甲基化反应,该反应利用羟基作为弱配位导向基团,具有良好的反应活性、出色的化学和区域选择性、广泛的官能团耐受性,且反应条件温和。C-H酰甲基化产物可通过一锅法轻松环化生成荧光稠合吡喃。