低价钛促进的苯并咪唑并[1,2-c]喹唑啉衍生物的合成  

Synthesis of Benzoimidazo[1,2-c]quinazoline Derivatives Promoted by Low-valent Titanium

作　　者：史达清[1,2] 李正义[2] 窦国兰[2] 石春玲[2] 王香善[2] 纪顺俊[1] 

机构地区：[1]苏州大学化学化工学院,江苏省有机合成重点实验室,苏州215123 [2]徐州师范大学化学系,徐州221116

出　　处：《高等学校化学学报》2007年第10期1889-1892,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20472062;20672079);江苏省自然科学基金(批准号:BK2006048)资助.

摘　　要：利用低价钛试剂促进的2-邻硝基苯基苯并咪唑与原甲酸酯或丙酮或固体光气的反应,合成了一系列苯并咪唑并[1,2-c]喹唑啉衍生物,化合物的结构经IR,1HNMR,MS和元素分析确定,化合物4c的结构经单晶X射线衍射分析进一步确证.该方法具有原料易得、操作简便和产率高等优点.Quinazoline is an important heterocyclic compound which has potential biological and pharmaceutical activities. It was reported that benzimidazo[ 1,2-c] quinazoline derivatives have a high anticancer activity. In this paper, a series of benzimidazo [ 1,2-c ] quinazoline derivatives such as benzimidazo [ 1,2-c ] quinazoline, 5,6-dihydrobenzlmidazo [ 1 ,2-c ] quinazoline and benzimidazo[ 1,2-c] quinazolin-5-one were synthesized via the reaction of 2-（o-nitrophenyl）benzimidazoles with triethyl orthoformate or acetone or triphosgene promoted by the low-valent titanium reagent（TiC14-Zn system）. The products were characterized via IR,^1H NMR, MS and elemental analysis. The structure of compound 4c was confirmed by X-ray single crystal diffraction. A possible reaction mechanism was put forward in this paper. This new method possesses the advantages of easily accessible starting materials, convenient manipulation and high yields.

关 键 词：低价钛 苯并咪唑并[1 2-c]喹唑啉 2-邻硝基苯并咪唑 

分 类 号：O626.416[理学—有机化学]