Wang Tingshu, Zhang Miao, Zheng Yifan, Seong Junmo, Lah Myoung Soo, Koo Sangho
School of Pharmacy, East China University of Science and Technology Meilong Road 130 Shanghai 200237 P. R. of China.
Department of Energy Science and Technology, Myongji University Myongji-Ro 116, Cheoin-Gu Yongin Gyeonggi-Do 17058 Korea
RSC Adv. 2021 Sep 22;11(50):31395-31399. doi: 10.1039/d1ra05305a. eCollection 2021 Sep 21.
Furans containing a β-ketoester group at 2-position undergo oxidative ring-opening by Mn(iii)/Co(ii) catalysts under an O atmosphere to produce 1,4-dicarbonyl moieties through an endoperoxide intermediate, which consecutively cyclized with the β-ketoester unit to afford 4-hydroxy-2-cyclohexen-1-ones. This oxidation/cyclization products were efficiently transformed into versatile benzofuran derivatives after consecutive aromatization and Paal-Knorr reaction.
在2-位含有β-酮酯基团的呋喃在O气氛下通过Mn(iii)/Co(ii)催化剂进行氧化开环,通过内过氧化物中间体生成1,4-二羰基部分,该中间体与β-酮酯单元连续环化,得到4-羟基-2-环己烯-1-酮。经过连续的芳构化和帕尔-克诺尔反应后,这种氧化/环化产物被有效地转化为多功能苯并呋喃衍生物。