Enaminone Incorporating a Dibromobenzofuran Moiety: Versatile Precursor for Novel Azines and Azolotriazines
作者:Sherif M. H. Sanad、Ahmed E. M. Mekky
DOI:10.1002/jhet.3107
日期:2018.4
reaction with acetonitrile derivatives 8a,b and 6‐aminopyrimidin‐4(1H)‐one 13, respectively. On the other hand, the enaminone 3 was taken as a synthetic precursor to synthesize novel pyrazolo[5,1‐c][1,2,4]triazines 21a–c, [1,2,4]triazolo[3,4‐c][1,2,4]triazines 25 and benzimidazo[2,1‐c][1,2,4]triazine 29 containing 5,7‐dibromobenzofuran‐2‐oyl moiety via its coupling with the appropriate diazonium salts
2-乙酰基-5,7-二溴苯并[ b ]呋喃(1)与二甲基甲酰胺-二甲基乙缩醛反应生成相应的(E)-烯氨基酮3,再与芳族重氮氯化物偶合,得到相应的关键中间体3- oxo- 2-( 2-芳基肼基)丙醛6a,b。化合物6a,b用于通过与乙腈反应制备新型3-亚氨基-2-3,2-二氢哒嗪10a,b和6-苯基偶氮吡啶并[2,3 - d ]嘧啶-4(1 H)-one衍生物15a,b。衍生物8a,b和6-氨基嘧啶-4(1 H)-1 13。另一方面,烯胺酮3被用作合成新型吡唑并[5,1– c ] [1,2,4]三嗪21a – c,[1,2,4]三唑并[3,4– c ] [1,2,4]三嗪25和苯并咪唑[ 2,1– c ] [1,2,4]三嗪29通过与适当的a的重氮盐偶联而含有5,7-二溴苯并呋喃-2-油基部分简便的一步法即可得到各种杂原子胺。