Functionalized geminal-diborylalkanes from various electron-deficient alkynes and B2pin2†,Organic Chemistry Frontiers

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Functionalized geminal-diborylalkanes from various electron-deficient alkynes and B2pin2†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2018-06-15 00:00:00 , DOI: 10.1039/c8qo00513c
Guoliang Gao _{1,

2,

3,

4} , Zhijie Kuang _{1,

2,

3,

4} , Qiuling Song _{1,

2,

3,

4,

5}

Affiliation

An environmentally benign and convenient method is developed to access a variety of functionalized geminal-diborylalkanes from various electron-deficient alkynes and B₂pin₂. 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.

中文翻译：

来自各种缺电子炔烃和B ₂ pin ₂†的功能化双二硼烷基烷烃

开发了一种环境友好且方便的方法，以从各种缺电子的炔烃和B ₂ pin _2中获得各种官能化的双-二硼烷基烷烃。反应在中等条件下以高区域选择性，高化学选择性，宽泛的官能团耐受性和高收率通过多米诺-硼基化-原脱硼烷基化（DBP）策略进行。同时，已经通过银催化的脱硼-二氟化，碱介导的原脱硼以及2-苯基吡啶N-氧化物的脱硼烷基仲烷基化探索了宝石-二硼酸酯产品的进一步应用。

更新日期：2018-06-15

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