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Lewis Acid-Mediated Room-Temperature Cascade Reaction of 3-Hydroxyisoindolin-1-one with Alkynes
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-03-14 00:00:00 , DOI: 10.1021/acs.joc.8b00283
Jian Li 1 , Yang Li 1 , Zhengbing Wang 1 , Yujia Bian 1 , Shuhua Bai 1 , Li Liu 2 , Jiangtao Sun 2
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An efficient and mild synthesis of a variety of 3-(2-oxopropyl)-isoindolinone derivatives via a BF3·Et2O catalyzed cascade reaction among 3-hydroxyisoindolin-1-one and phenylacetylene was achieved. Various isoindolinone derivatives were obtained in good to excellent yields. The process, which avoided several drawbacks such as the requirement of concentrated protic acids and metal catalysts, protecting group of nitrogen, high temperature, and multistep synthesis, includes C(sp3)–OH cleavage, C–C coupling, and hydration of alkyne.

中文翻译:

Lewis酸介导的3-羟基异吲哚啉-1-酮与炔烃的室温级联反应

通过BF 3 ·Et 2 O催化3-羟基异吲哚啉-1-酮与苯乙炔的级联反应,高效,温和地合成了各种3-(2-氧丙基)异丁酮酮。以良好至优异的产率获得了各种异吲哚啉酮衍生物。该方法避免了一些缺点,例如需要浓质子酸和金属催化剂,保护氮原子团,高温和多步合成,包括C(sp 3)-OH裂解,CC偶联和炔烃水合。
更新日期:2018-03-14
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