文献类型：期刊文献

中文题名：脱氢枞基α-氨基膦酸酯的合成

英文题名：Synthesis of α-Aminophosphonate Derivatives Containing Dehydroabietic Group

作者：沈明贵[1,2] 王丹[1,2] 商士斌[1,2] 宋湛谦[1]

第一作者：沈明贵

机构：[1]中国林业科学研究院林产化学工业研究所生物质化学利用国家工程实验室;[2]中国林业科学研究院林业新技术研究所

年份：2015

卷号：23

期号：6

起止页码：503-505

中文期刊名：合成化学

外文期刊名：Chinese Journal of Synthetic Chemistry

收录：CSTPCD;;CSCD:【CSCD_E2015_2016】；

基金：国家自然科学基金云南联合基金资助项目(U1202265)

语种：中文

中文关键词：脱氢枞胺;α-氨基膦酸酯;助溶剂;多组分合成

外文关键词：dehydroabietylamine; α-aminophosphonate; cosolvent; multiple component reaction synthesis

分类号：O621.3

摘要：以Yb(OTf)3为催化剂,聚氧乙基-α-生育酚癸二酸酯(PTS)为助溶剂,水为溶剂,经三组分[脱氢枞胺(1)、亚磷酸二乙酯(2)和芳醛(3a^3f)]缩合反应合成了6个含脱氢枞基的α-氨基膦酸酯衍生物(4a^4f),产率65%~75%,其结构经1H NMR,FT-IR和EI-MS确证。考察了溶剂和助溶剂对4a产率的影响。结果表明:在最优反应条件[以水为溶剂,1 1 mmol,2 1.2 mmol,3a 1 mmol,Yb(OTf)30.01 mmol,PTS 2 m L,于室温反应1 h]下,4a产率71%。Yb(OTf)3循环使用5次,4a产率64%。
Six α-aminophosphonates containing dehydroabietic group （4a - 4f）, in yield of 65% - 75%, were synthesized by a three-component condensation reaction from dehydroabietylamine（1）, diethyl phosphite（2） and aromatic aldehyde（3a - 3f）, using water as the solvent, ytterbium triflate [ Yb（OTf） 3 ] as the catalyst and polyoxyethanyl α-tocopheryl sebacate （PTS） as the cosolvent. The structures were comfirmed by 1^H NMR, FF-IR and EI-MS. The effects of solvents and cosolvents on the yield of 4a were investigated, The results showed that the optimum reaction conditions of synthesis 4a at room temperature for 1 h were as follows： 1 1 retool, 2 1.2 retool, 3a 1 retool, Yb（OTf） 3 0.01 mmol, PTS 2 mL, using water as the solvent. The yield of 4a was 71% under the optimum conditions. The yield of 4a was 64% after Yb（OTf） 3 cycled for five times.