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Issue 14, 2018
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Functionalized geminal-diborylalkanes from various electron-deficient alkynes and B2pin2

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Abstract

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.

Graphical abstract: Functionalized geminal-diborylalkanes from various electron-deficient alkynes and B2pin2

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Publication details

The article was received on 25 May 2018, accepted on 14 Jun 2018 and first published on 15 Jun 2018


Article type: Research Article
DOI: 10.1039/C8QO00513C
Citation: Org. Chem. Front., 2018,5, 2249-2253
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    Functionalized geminal-diborylalkanes from various electron-deficient alkynes and B2pin2

    G. Gao, Z. Kuang and Q. Song, Org. Chem. Front., 2018, 5, 2249
    DOI: 10.1039/C8QO00513C

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