羟甲基噻喃酮衍生物的不对称有机催化合成  

Study on the Asymmetric Organocatalytic Synthesis of Hydroxymethyl Thiapyrone Derivatives

作　　者：陈治明 Chen Zhiming(Key Laboratory of Functional Materials Chemistry of Guizhou Province,School of Chemistry and Materials Science,Guizhou Normal University,Guiyang 550001,China)

机构地区：[1]贵州师范大学化学与材料科学学院贵州省功能材料化学重点实验室,贵州贵阳550001

出　　处：《云南化工》2024年第10期58-62,共5页Yunnan Chemical Technology

基　　金：国家自然科学基金(21362006)。

摘　　要：由脯氨酸出发合成了(S)-2-羟基-N-(吡咯烷-2-亚甲基)苯甲酰胺(1a)、(S)-3-羟基-N-(吡咯烷-2-亚甲基)-2-萘酰胺(1b)2种具有多氢键多活性中心有机催化剂,将其用于羟甲基噻喃酮衍生物的合成。结果表明,以二氯甲烷为溶剂,室温25℃时,用x=15%1a为催化剂,合成的羟甲基噻喃酮衍生物得到较好的产率(89%)和较高的对映选择性(92%)。该方法为具有生物药理活性的羟甲基噻喃酮的合成提供了重要途径。Two organocatalysts with multiple hydrogen bonds and active centers,(S)-2-hydroxy-N-(pyrroline-2-methylene)benzamide(1a)and(S)-3-hydroxy-N-(pyrroline-2-methylene)-2-naphthylamide(1b),were synthesized from proline and used for the synthesis of hydroxymethyl thiapyrone derivatives.Research result shows that using dichloromethane as the solvent,room temperature 25℃,and 15 mol%1a as the catalyst,the synthesized hydroxythiopyrone derivatives have a good yield(89%)and a high enantioselectivity(92%).This method provides an important pathway for the synthesis of biopharmacologically active hydroxymethyl thiapyrones.

关 键 词：羟甲基噻喃酮衍生物 有机催化 不对称合成 

分 类 号：O626[理学—有机化学]