Efficient Synthesis of 2-Substituted Quinolino[7',8':5,6]pyrano-[2,3-d]pyrimidin-4(3H)-ones via Tandem Aza-Wittig Reaction  

作　　者：FANG Zheng-dong WANG Guo-hong WANG Dun-jia 

机构地区：[1]College of Chemistry and Environmental Engineering, Hubei Normal University, Huangshi 435002, R R. China

出　　处：《Chemical Research in Chinese Universities》2009年第6期866-869,共4页高等学校化学研究（英文版）

基　　金：Supported by the Mid-young Scholar's Science and Technology Program of the Education Department of Hubei Province,China(No.Q20082202)

摘　　要：An efficient method is described for the synthesis of 2-substituted quinolino[7＇,8＇：5~6]pyrano[2,3-d] pyrimidin-4（3H）-ones（6） via a tandem aza-Wittig annulation process. The iminophosphorane（3） reacted with aromatic isocyanates, followed by heterocyclization on the addition of secondary amines, phenols or alcohols to give the corresponding guanidine intermediates（5）, which were cyclized in the presence of a catalytic amount of a base to tetracyclic compounds 6 in good yields. The corresponding carbodiimide（4） and guanidine-type intermediate compounds 5 need not be isolated.An efficient method is described for the synthesis of 2-substituted quinolino[7＇,8＇：5~6]pyrano[2,3-d] pyrimidin-4（3H）-ones（6） via a tandem aza-Wittig annulation process. The iminophosphorane（3） reacted with aromatic isocyanates, followed by heterocyclization on the addition of secondary amines, phenols or alcohols to give the corresponding guanidine intermediates（5）, which were cyclized in the presence of a catalytic amount of a base to tetracyclic compounds 6 in good yields. The corresponding carbodiimide（4） and guanidine-type intermediate compounds 5 need not be isolated.

关 键 词：Quinolinopyran Pyranopyrimidin-4（3H）-one Aza-Wittig reaction 

分 类 号：TQ252.4[化学工程—有机化工] O621.3[理学—有机化学]