Functionalized geminal-diborylalkanes from various electron-deficient alkynes and B2pin2

被引：41
作者：
Gao, Guoliang [1 ]
Kuang, Zhijie [1 ]
Song, Qiuling [1 ,2 ]
机构：
[1] Huaqiao Univ, Coll Chem Engn, Coll Mat Sci Engn, Inst Next Generat Matter Transformat, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[2] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 14期
关键词：
METAL-FREE SYNTHESIS; TERMINAL ALKYNES; ALLYLIC SUBSTITUTION; GEM-DIBORYLALKANES; BORONIC ESTERS; DIASTEREOSELECTIVE SYNTHESIS; REGIOSELECTIVE SYNTHESIS; CATALYZED DIBORYLATION; 1,1-DIBORONATE ESTERS; N-OXIDES;
D O I：
10.1039/c8qo00513c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An environmentally benign and convenient method is developed to access a variety of functionalized geminal-diborylalkanes from various electron-deficient alkynes and B(2)pin(2). The reactions proceed via the Domino-Borylation-Protodeboronation (DBP) strategy under mild conditions with high regioselectivity, high chemoselectivity, broad functional group tolerance as well as high yields. Meanwhile, further applications of the gem-diboronate products have been explored by silver-catalyzed deboronation-difluorination, base-mediated protodeboronation as well as deborylative secondary alkylation of 2-phenylpyridine N-oxides.
引用
收藏
页码：2249 / 2253
页数：5
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