Boron-Catalyzed O-H Bond Insertion of α-Aryl α-Diazoesters in Water

被引：73
|
作者：
San, Htet Htet [1 ,2 ]
Wang, Shi-Jun [1 ,2 ]
Jiang, Min [3 ]
Tang, Xiang-Ying [1 ,2 ]
机构：
[1] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China
[2] Huazhong Univ Sci & Technol, Hubei Key Lab Bioinorgan Chem & Mat Med, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 15期
关键词：
FRUSTRATED LEWIS PAIRS; METAL-FREE HYDROGENATION; AROMATIC C-H; B(C6F5)(3)-CATALYZED TRANSFER; SI-H; CARBENOID INSERTION; FACILE PROTOCOL; DIRECT MANNICH; ACID; FUNCTIONALIZATION;
D O I：
10.1021/acs.orglett.8b01988
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A catalytic, metal-free O H bond insertion of alpha-diazoesters in water in the presence of B(C6F5)(3)center dot nH(2)O (2 mol %) was developed, affording a series of alpha-hydroxyesters in good to excellent yields. The reaction features easy operation and wide substrate scope, and importantly, no metal is needed as compared with the conventional methods. Significantly, this approach further expands the applications of B(C6F5)(3) under water-tolerant conditions.
引用
收藏
页码：4672 / 4676
页数：5
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