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

页码：2249 / 2253

页数：5

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