Radical Process

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Chungu Xia - One of the best experts on this subject based on the ideXlab platform.

Zhongquan Liu - One of the best experts on this subject based on the ideXlab platform.

Xiaobing Wan - One of the best experts on this subject based on the ideXlab platform.

Guosheng Liu - One of the best experts on this subject based on the ideXlab platform.

  • Enantioselective Copper-Catalyzed Intermolecular Amino- and Azidocyanation of Alkenes in a Radical Process
    Angewandte Chemie (International ed. in English), 2017
    Co-Authors: Dinghai Wang, Fei Wang, Pinghong Chen, Zhenyang Lin, Guosheng Liu
    Abstract:

    Asymmetric copper-catalyzed intermolecular amino- and azidocyanation reactions of alkenes have been developed that proceed via a Radical Process in which a key benzylic Radical intermediate is enantioselectively trapped by a chiral Box/CuII cyanide complex. A variety of enantiomerically enriched β-amino/azido alkylnitriles were efficiently synthesized. The β-azido alkylnitriles could be converted into a series of highly valuable optically active amine-based building blocks and bioactive compounds.

  • Enantioselective Copper-Catalyzed Intermolecular Cyanotrifluoromethylation of Alkenes via Radical Process.
    Journal of the American Chemical Society, 2016
    Co-Authors: Fei Wang, Dinghai Wang, Xiaolong Wan, Pinhong Chen, Guosheng Liu
    Abstract:

    A novel enantioselective copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes has been developed, in which a variety of CF3-containing alkylnitriles are furnished with excellent enantiomeric excess. Preliminary mechanistic studies revealed (1) the reaction was initiated by a SET Process between activated Togni’s CF3+ reagent and a Cu(I) catalyst; (2) the released CF3 Radical readily added to styrene to provide a benzylic Radical, which was then trapped by a chiral Cu(II) cyanide species to deliver the desired alkylnitriles; (3) a low concentration of the CN anion was crucial to obtain high enantioselectivity.

Kaida Zhou - One of the best experts on this subject based on the ideXlab platform.

  • recent advances in the functionalization of allenes via Radical Process
    Tetrahedron, 2018
    Co-Authors: Guanyinsheng Qiu, Jun Zhang, Kaida Zhou
    Abstract:

    Abstract This review is focused on the recent advances in the functionalization of allenes via Radical Process. Different Radical partners including carbon Radicals and heteroatom Radicals are discussed in the reactions of allenes. Generally, the Radical formed in situ would attack the allene at the central carbon leading to allyl Radical intermediate. However, the formation of alkenyl Radical intermediate from allene could be observed as well in some cases with high regioselectivity and stereoselectivity.

  • recent advances in the sulfonylation of c h bonds with the insertion of sulfur dioxide
    Chemical Communications, 2018
    Co-Authors: Guanyinsheng Qiu, Kaida Zhou
    Abstract:

    Recent advances in the sulfonylation of C-H bonds with the insertion of sulfur dioxide are summarized. Usually, a sulfur dioxide surrogate, DABCO·(SO2)2, is used, which avoids the utilization of gaseous sulfur dioxide in the transformation. Inorganic sulfites such as sodium metabisulfite are also effective in C(sp3)-H bond sulfonylation. C-H bond sulfonylation under transition metal catalysis or through a Radical Process has been developed. In some cases, the sulfonylation can be performed under catalyst- and additive-free conditions, or can be facilitated by visible light irradiation. The efficiency is also investigated by merging the Radical Process and metal catalysis.

  • insertion of sulfur dioxide via a Radical Process an efficient route to sulfonyl compounds
    Organic chemistry frontiers, 2018
    Co-Authors: Guanyinsheng Qiu, Kaida Zhou, Liang Gao
    Abstract:

    This review is focused on the recent advances in the chemistry of sulfur dioxide fixation through a Radical Process. Diverse sulfonyl compounds can be obtained efficiently under mild conditions. In general, aryl Radicals, vinyl Radicals, alkyl Radicals, and nitrogen-centered Radicals can react with sulfur dioxide, giving rise to sulfonyl Radical intermediates. The resulting sulfonyl Radicals can be captured by nucleophiles, olefins, and alkynes. The sources of aryl Radicals from aryldiazonium salts, aryl halides, and diaryliodonium salts are demonstrated. It is believed that more amazing SO2-based achievements will be developed in the near future.

  • generation of benzosultams via a Radical Process with the insertion of sulfur dioxide
    Organic chemistry frontiers, 2017
    Co-Authors: Kaida Zhou, Hongguang Xia
    Abstract:

    An efficient route to diverse 3-sulfonated-2,3-dihydrobenzo[d]isothiazole 1,1-dioxides is achieved through a three-component reaction of 2-ethynylbenzenesulfonamides, DABCO-bis(sulfur dioxide), and aryldiazonium tetrafluoroborates. The corresponding sulfonated benzosultams are produced in moderate to good yields. During the reaction Process, the in situ generated arylsulfonyl Radical via addition of an aryl Radical to sulfur dioxide and the subsequent single electron transfer would be the key steps for the final outcome. DABCO acts as the carrier for single electron transfer, as well as a base to promote the C–N bond formation.