Transition Metal-Free Cascade Reactions of Alkynols to Afford Isoquinolin-1(2H)-one and Dihydroisobenzofuran Derivatives was written by Li, Deng Yuan;Shi, Ke Ji;Mao, Xiao Feng;Chen, Guo Rong;Liu, Pei Nian. And the article was included in Journal of Organic Chemistry in 2014.Category: isoquinoline This article mentions the following:
Transition metal-free cascade reactions of alkynols with imines have been achieved using potassium tert-butoxide as catalyst. Switching the reaction solvent gives two kinds of products in good yield: isoquinolin-1(2H)-one derivatives and dihydroisobenzofuran derivatives Thus, e.g., reaction of alkynol I with imine II in DMSO in presence of t-BuOK afforded isoquinolin-1(2H)-one III in 89% yield, whereas reaction in THF afforded dihydroisobenzofuran IV in 92% yield. This approach was used to generate the natural product 8-oxypseudopalmatine in a two-step procedure from com. available starting materials. Addnl., multicomponent reactions of alkynols, aldehydes, and amines were also successfully achieved to afford isoquinolin-1(2H)-one derivatives In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1Category: isoquinoline).
6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1) belongs to isoquinoline derivatives. Although isoquinoline derivatives can be synthesized by several methods, relatively few direct methods deliver the unsubstituted isoquinoline. Lewis acid activation and nucleophilic attack can produce multiple regioisomers in quinolines and pyridines; isoquinolines generally only undergo attack at the 1-position.Category: isoquinoline
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem