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Synthesis of [1,2,3]‐Triazolo[5,1‐a]‐isoquinolines through TBAF‐Promoted Cascade Reactions
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-11-30 , DOI: 10.1002/ajoc.202000618
Shengguo Duan 1 , Yidian Chen 1 , Hui Meng 1 , Lihong Shan 1 , Ze‐Feng Xu 1 , Chuan‐Ying Li 1
Affiliation  

A tetrabutylammonium fluoride (TBAF)‐promoted detosylation cyclization cascade was developed for the synthesis of [1,2,3]‐triazolo[5,1‐a]‐isoquinolines. Most of the products were obtained in excellent yields under mild conditions. Valuable halogen‐substituted [1,2,3]‐triazolo[5,1‐a]‐isoquinolines could also be synthesized with a slight modification of the reaction conditions. Functionalized isoquinolines were obtained smoothly by denitrogenative reactions. The control experiments showed that this transformation was facilitated by TBAF and the water contained in the commercially obtained reagent. Deuterium labeling products could also be obtained easily in high yield.

中文翻译:

通过TBAF促进的级联反应合成[1,2,3]-三唑并[5,1-a]-异喹啉

开发了四丁基氟化铵(TBAF)促进的脱甲苯基化环化级联反应,用于合成[1,2,3]-三唑并[5,1- a ]-异喹啉。大多数产品都是在温和条件下以优异的收率获得的。稍微改变反应条件,也可以合成有价值的卤素取代的[1,2,3]-三唑并[5,1- a ]-异喹啉。通过脱氮反应顺利获得官能化的异喹啉。对照实验表明,TBAF和市售试剂中所含的水促进了这种转化。氘标记产物也可以容易地以高产率获得。
更新日期:2021-01-18
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