Department of Organic Chemistry, University of Plovdiv, 24 Tzar Assen Str., 4000 Plovdiv, Bulgaria.
Molecules. 2013 Feb 1;18(2):1869-80. doi: 10.3390/molecules18021869.
We report herein an application of an α-amidoalkylation reaction, as an alternative efficient synthesis of 4-aryl- and 4-methyl-1,2,3,4-tetrahydroisoquinoline derivatives. The amides required for this purpose would result from reaction of aminoacetaldehyde dimethylacetal with different substituted benzenes in polyphosphoric acid, followed by acylation of the obtained amines with different acid chlorides or sulfochlorides. We compared the cyclisation step using conventional (milieu of acetic-trifluoracetic acid = 4:1) and solid supported reagents (SiO₂/PPA), as recovered, regenerated and reused without loss of its activity catalyst. We found that in comparison to conventional methods, the yields of the reaction are greater and the reaction time is shorter.
我们在此报告了一种α-酰胺烷基化反应的应用，这是一种替代的有效合成 4-芳基和 4-甲基-1,2,3,4-四氢异喹啉衍生物的方法。为此目的所需的酰胺可以通过在多聚磷酸中使氨基乙醛二甲缩醛与不同取代的苯反应得到，然后用不同的酰氯或亚磺酰氯对得到的胺进行酰化。我们比较了使用常规（乙酸-三氟乙酸 = 4:1）和固载试剂（SiO₂/PPA）的环化步骤，作为回收、再生和重复使用的催化剂，没有失去其活性。我们发现，与常规方法相比，反应的产率更高，反应时间更短。
