苯并噻吩并1,6萘啶衍生物的有效合成

摘要

以4-氯甲基-2-喹啉酮为起始原料,通过与2-巯基苯甲腈的烷基化及Thorpe-Ziegler环化,得到4-(3-氨基苯并噻吩-2-基)-2-喹啉酮.接下来在对甲苯磺酸作用下,通过Pictet-Spengler反应与芳香醛进行缩合,合成了一系列苯并[b]苯并噻吩并[2',3'-e][1,6]萘啶衍生物并获得较高的产率.产物经NMR、IR、元素分析数据证实.%An efficient method for the synthesis of benzo[b]benzothieno[2',3'-e][1,6]naphthyridine derivatives had been devel-oped via Pictet-Spengler reaction of 4-(3-aminobenzothieno-2-yl)quinoline-2-ones,which could be obtained from S-alkylation and Thorpe-Ziegler isomerization of 4-chloromethylquinolin-2-ones with 2-mercaptobenzonitrile,with aromatic aldehydes under p-TsOH as catalyst in good yields. All of above compounds had been confirmed by NMR,IR spectra and elemental analysis.