文献类型：期刊文献

中文题名：一类特殊的分子内类Aldol反应产物他达拉非有关物质E的合成研究

英文题名：Discovery of a Special Intramolecular Aldol-Like Reaction in the Synthesis of Related Substance E of Tadalafil

作者：钱彭飞[1];万惠新[2];蒋静[1];胡延维[1];陈晓蓓[3];张士磊[1]

机构：[1]苏州大学药学院,苏州215123;[2]上海医药集团股份有限公司中央研究院,上海201203;[3]华东理工大学药学院,上海200237

年份：2016

卷号：36

期号：8

起止页码：1878

中文期刊名：有机化学

外文期刊名：Chinese Journal of Organic Chemistry

收录：CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000385057000015)】；北大核心:【北大核心2014】；CSCD:【CSCD2015_2016】；

基金：Project supported by the National Natural Science Foundation of China (Grant No.21202112), Ph.D. Programs Foundation of Ministry of Education of China (No. 20123201120019) and PAPD (A Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions).

语种：中文

中文关键词：aldol反应;酰胺;硅胶催化;胺基半缩酮;他达拉非有关物质

外文关键词：aldol reaction; amide; catalysis on silica gel; amino hemiketal; related substances oftadalafil

摘要：在合成他达拉非有关物质D、E、G、H的过程中,发现了一类特殊的分子内类aldol反应.在这个反应中,酮的α位碳进攻酰胺的羰基,形成一个稳定的胺基半缩酮结构.这个反应需要用硅胶催化来实现,其它酸碱性反应条件均难以得到所需的产物.这是对aldol反应一个有意义的补充和拓展.
In the synthesis of related substance E of tadalafil, a special intramolecular aldol-like reaction was discovered. In this reaction, the a-carbon of ketone attacks the carbonyl group of amide, forming a stable amino hemiketal structure. This reaction can only be realized under the catalysis of silica gel, and other acidic or basic reaction conditions are difficult to obtain the desired product. This finding is a meaningful supplement and extension to aldol reactions.