联二萘酚酰基硫脲催化下吲哚衍生物的高效合成  

Efficient synthesis of indole derivatives catalyzed by binaphthol acyl thiourea

作　　者：杨兰西 安雪婕 黄克俊 陈治明 YANG Lanxi;AN Xuejie;HUANG Kejun;CHEN Zhiming(School of Chemistry and Materials Science,Guizhou Normal University,Key Laboratory of Functional Materials Chemistry of Guizhou Province,Guiyang,Guizhou 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：《贵州师范大学学报（自然科学版）》2022年第6期102-108,共7页Journal of Guizhou Normal University：Natural Sciences

基　　金：国家自然科学基金资助项目(21362006)。

摘　　要：研究了多种多功能氢键型手性催化剂联二萘酚酰基硫脲在吲哚与硝基烯烃的不对称Friedel-Crafts烷基化反应中的应用。结果显示:该类催化剂中联二萘酚独特的空间结构和强的氢键催化作用使合成的吲哚衍生物具有良好的化学产率(高达91%)和对映选择性(高达93%ee)。该工艺操作简单、反应条件温和、催化剂高效且用量少、底物具有很好的官能团耐受性。The application of a variety of multifunctional hydrogen-bonded chiral catalysts for the asymmetric Friedel-Crafts alkylation of indole with nitroalkenes was studied.Results shows that the unique steric structure and strong hydrogen bond catalysis of binaphthol in this class of catalysts enable the synthesis of indole derivatives with good chemical yield(up to 91%) and enantioselectivity(up to 93% ee).The process is simple in operation,mild in reaction conditions,efficient in catalyst and low in dosage,and has good functional group tolerance on the substrate.

关 键 词：联二萘酚 硫脲 氢键催化 吲哚 

分 类 号：O622.7[理学—有机化学]