METHOD FOR SYNTHESIZING 3-SPIRO THREE-MEMBERED RING INDOLINONE DERIVATIVE

    公开(公告)号:US20220315533A1

    公开(公告)日:2022-10-06

    申请号:US17613472

    申请日:2020-10-26

    IPC分类号: C07D209/96

    摘要: The present invention provides a method for synthesizing a 3-spiro three-membered ring indolinone derivative, which comprises under a protective atmosphere, reacting a 3-indol-ethanol compound as a reaction raw material at 20-60° C. in the presence of an additive and an organic base in an organic solvent, to obtain a 3-spiro three-membered ring indolinone compound after the reaction is complete. The additive is N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS). The method of the present invention does not require a metal catalyst, and the 3-spiro three-membered ring indolinone derivative is synthesized in one step in the presence of NBS or NCS. The reaction conditions are mild, the operations are simple and safe, and the yield is high.

    METHOD FOR SYNTHESIZING 2-BENZYLIDENE TETRAHYDROTHIOPHENE DERIVATIVE

    公开(公告)号:US20210040060A1

    公开(公告)日:2021-02-11

    申请号:US16968149

    申请日:2018-02-26

    IPC分类号: C07D333/08

    摘要: The present invention relates to a method for synthesizing a 2-benzylidene tetrahydrothiophene derivative, which comprises the step of reacting a (cyclopropylethynyl) aromatic cyclic compound of Formula (I) with a sulfur source in an organic solvent as a reaction medium in air atmosphere at 100-200° C. to obtain a 2-benzylidene tetrahydrothiophene derivative of Formula (III). The reaction route is as follows: where Ar is selected from phenyl ring, a substituted phenyl ring, biphenylyl, thiophenyl ring or naphthyl ring, in which the substituent on the substituted phenyl ring is selected from the group consisting of halo, trifluoromethyl, cyano, a C1-C20 alkyl group and any combination thereof; and R1 is selected from hydrogen or a C1-C20 alkyl group. The method of the present invention has the advantages of simple reaction conditions, convenient post-treatment, environmental friendliness, and requiring no transition metal catalysis.

    POLYSUBSTITUTED SELENIUM-CONTAINING CYCLOPENT(HEX)ENE SKELETON DERIVATIVE AND SYNTHESIS METHOD THEREOF

    公开(公告)号:US20240228436A1

    公开(公告)日:2024-07-11

    申请号:US17910859

    申请日:2021-07-16

    IPC分类号: C07C391/02

    CPC分类号: C07C391/02

    摘要: The present invention provides a polysubstituted selenium-containing cyclopent(hex)ene skeleton derivative and a synthesis method thereof. The polysubstituted selenium-containing cyclopent(hex)ene skeleton derivative is prepared by a one-pot method using an arylacetylene compound and an unsaturated selenide reagent as reaction materials, in the presence of a free radical initiator. The synthesis method of the present invention is simple and efficient, requires no metal catalyst, has mild reaction conditions, and has good functional group tolerance and broad substrate scope. Moreover, cyclopent(hex)ene compounds with different substituents are widely present in active drug molecules, and selenium-containing compounds also have good biological activity against tumors, oxidation, inflammation, bacteria, viruses and others. Therefore, a complex selenide-containing cyclopent(hex)ene skeleton derivative is obtained starting from a simple substrate by the synthesis method of the present invention by constructing a C—Se bond through a simple, efficient and sustainable strategy. The present invention has broad application prospects.