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  1. Article ; Online: Recent progress in the synthesis of phosphorus-containing indole derivatives.

    Chen, Long / Zou, Yun-Xiang

    Organic & biomolecular chemistry

    2018  Volume 16, Issue 41, Page(s) 7544–7556

    Abstract: Phosphorus-containing indole derivatives represent a special class of phosphorus-containing nitrogen heterocycles, which not only widely exist in pharmaceutical agents, but also have widespread applications in materials science and organic synthesis as ... ...

    Abstract Phosphorus-containing indole derivatives represent a special class of phosphorus-containing nitrogen heterocycles, which not only widely exist in pharmaceutical agents, but also have widespread applications in materials science and organic synthesis as ligands and intermediates. The synthesis of such compounds is of current interest, with two major synthetic strategies being established. This review summarizes the recent progress in this field, including the advantages and limitations of each subdivisional tactic, briefly discusses the reaction mechanisms and challenges, and outlines the synthetic opportunities still open.
    Language English
    Publishing date 2018-10-04
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/c8ob02100g
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Y(OTf)

    Zheng, Shi-Lu / Zou, Yun-Xiang / Wen, Zhong / Lin, Jia-Fu / Gu, Ling-Hui / Chen, Long

    Organic & biomolecular chemistry

    2021  Volume 19, Issue 31, Page(s) 6812–6816

    Abstract: A facile synthesis of 2-phosphorylated 2H-chromenes has been accomplished herein via a Y(OTf) ...

    Abstract A facile synthesis of 2-phosphorylated 2H-chromenes has been accomplished herein via a Y(OTf)
    Language English
    Publishing date 2021-07-23
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/d1ob01221e
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: A highly efficient nucleophilic substitution reaction between R

    Chen, Long / Fang, Xin-Yue / Zou, Yun-Xiang

    Organic & biomolecular chemistry

    2018  Volume 16, Issue 6, Page(s) 951–956

    Abstract: A highly efficient and general nucleophilic substitution reaction between dialkyl H-phosphonates or diarylphosphine oxides and triarylmethanols catalyzed by HOTf (trifluoromethanesulfonic acid) has been developed. It provides an atom-economical protocol ... ...

    Abstract A highly efficient and general nucleophilic substitution reaction between dialkyl H-phosphonates or diarylphosphine oxides and triarylmethanols catalyzed by HOTf (trifluoromethanesulfonic acid) has been developed. It provides an atom-economical protocol for the synthesis of various symmetrical and unsymmetrical phosphorus-substituted triarylmethanes that constitute an emerging family of potent anticancer agents in rich diversity with 40 to 96% yields. The synthetic applicability of this protocol is demonstrated by gram-scale preparations.
    Language English
    Publishing date 2018-02-13
    Publishing country England
    Document type Journal Article
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/c7ob02970e
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Brønsted acid-catalysed regiodivergent phosphorylation of 2-indolylmethanols to synthesize benzylic site or C3-phosphorylated indole derivatives.

    Chen, Long / Zou, Yun-Xiang / Fang, Xin-Yue / Wu, Jie / Sun, Xiao-Hua

    Organic & biomolecular chemistry

    2018  Volume 16, Issue 40, Page(s) 7417–7424

    Abstract: A Brønsted acid catalysed regiodivergent phosphorylation of 2-indolylmethanols with diarylphosphine oxides has been established, which provides a brand-new strategy for accessing highly functionalized phosphorus-containing indoles with structural ... ...

    Abstract A Brønsted acid catalysed regiodivergent phosphorylation of 2-indolylmethanols with diarylphosphine oxides has been established, which provides a brand-new strategy for accessing highly functionalized phosphorus-containing indoles with structural diversity. Under the catalysis of HOTs·H2O, 2-indolylmethanols undergo regioselective benzylic phosphorylation at room temperature to afford benzylic site phosphorylated indoles in good to high yields (29 examples, up to 98% yield), while C3-phosphorylated indoles are obtained in the presence of HOTf under heating conditions (16 examples, up to 83% yield). Preliminary mechanistic studies suggest that C3-phosphorylated indoles are possibly obtained partially from direct C3-phosphorylation and dominantly from a tandem benzylic phosphorylation/[1,3]-P migration/isomerization sequence from 2-indolylmethanols. Furthermore, the acidity of the Brønsted acid and the reaction temperature play a vital role in the [1,3]-P migration of benzylic phosphorylated indoles to form C3-phosphorylated indoles. This protocol serves as a good example for regioselective benzylic functionalization of 2-indolylmethanols.
    Language English
    Publishing date 2018-09-27
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/c8ob02033g
    Database MEDical Literature Analysis and Retrieval System OnLINE

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