Aromatic Nucleophilic N-N, N-S and N-O Exchange Reactions: Efficient Synthesis of 5,7-Bis(trifluoroacetyl)-8-quinolylamines, Sulfides and Ethers
作者:Etsuji Okada、Norikado Tsukushi、Naofumi Shimomura
DOI:10.1055/s-2000-6243
日期:——
Various 5,7-bis(trifluoroacetyl)-8-quinolylamines, sulfides and ethers were synthesized in excellent yields by aromatic nucleophilic N-N, N-S and N-O exchange reactions of N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine with amines, thiols and alcohols. Base-catalyzed cyclization of the resulting benzyl 8-quinolyl sulfide and subsequent dehydration gave fluorine-containing thieno[3,2-h]quinolines in high yields.
通过 N,N-二甲基-5,7-双(三氟乙酰基)-8-喹啉胺与胺、硫醇和醇的芳香族亲核 N-N、N-S 和 N-O 交换反应,合成了各种 5,7-双(三氟乙酰基)-8-喹啉胺、硫化物和醚,产量极高。在碱催化下,生成的 8-喹啉基苄基硫醚发生环化反应,随后脱水,得到高产率的含氟噻吩并[3,2-h]喹啉类化合物。