苯并噻吩并[1,6]萘啶衍生物的有效合成  

An efficient synthesis of benzothieno[1,6]naphthyridines

作　　者：潘广宇[1] 王道林[1] 王永阳[1] 钱建华[1] 

机构地区：[1]辽宁省功能化合物合成与应用重点实验室渤海大学化学化工学院,辽宁锦州121003

出　　处：《化学研究与应用》2017年第5期721-726,共6页Chemical Research and Application

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 [ 6 ] 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-Ts0H as catalyst in good yields. All of above compounds had been confirmed by NMR,IR spectra and elemental analysis.

关 键 词：4-氯甲基-2-喹啉酮 2-巯基苯甲腈 苯并噻吩并[2’ 3’-e][1 6]萘啶 Thorpe-Ziegler环化 Picter-Spen-gler反应 

分 类 号：O626[理学—有机化学]