王保民

个人信息Personal Information

教授

博士生导师

硕士生导师

性别:男

毕业院校:兰州大学

学位:博士

所在单位:化工学院

学科:有机化学. 药物化学. 精细化工

办公地点:西部校区化工实验楼G-413

联系方式:0411-84986190 15942819406

电子邮箱:bmwang@dlut.edu.cn

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An Organocatalytic Asymmetric Friedel-Crafts Addition/Fluorination Sequence: Construction of Oxindole-Pyrazolone Conjugates Bearing Vicinal Tetrasubstituted Stereocenters

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论文类型:期刊论文

发表时间:2015-11-06

发表刊物:ORGANIC LETTERS

收录刊物:SCIE、PubMed、Scopus

卷号:17

期号:21

页面范围:5168-5171

ISSN号:1523-7060

摘要:A highly efficient and practical one-pot sequential process, consisting of an organocatalytic enantioselective Friedel-Crafts-type addition of 4-nonsubstituted pyrazolones to isatin-derived N-Boc ketimines and a subsequent diastereoselective fluorination of the pyrazolone moiety, is developed. This reaction sequence delivers novel oxindole pyrazolone adducts featuring vicinal tetrasubstituted stereocenters with a 0.5 mol % catalyst loading in high yield with excellent enantio- and diastereocontrol. Notably, chloro, bromo, and thioether functionalities can be readily incorporated, rendering a broad diversity of the product.