Title:
METHOD FOR PREPARING α-ACYLOXY-THIOETHER DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2022/156005
Kind Code:
A1
Abstract:
The present invention relates to the field of fine chemical engineering, and in particular, to a method for preparing an α-acyloxy-thioether derivative. The technical key points are as follows: compound A, carboxylic acid B, a sodium salt of carboxylic acid B, and a 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2]octane bis(tetrafluoroborate) salt are sequentially added to a sealed tube containing a reaction solvent acetonitrile for reaction, and then the reaction solvent acetonitrile is distilled off to obtain an α-acyloxy-thioether derivative. According to the method for preparing an α-acyloxy-thioether derivative, the goal of green chemistry is followed, and the problem of high toxicity of sulfoxide in a conventional α-acyloxy-thioether derivative preparation procedure is solved; moreover, a few types of catalyst raw materials are used, the catalyst reaction process is simple, the product purification method is simple and convenient, the yield is high, and the present invention has industrial value.
Inventors:
LI ZHENGYI (CN)
LI YUNJIAN (CN)
DAI SHENGFEI (CN)
SHI JING (CN)
YANG KE (CN)
SUN XIAOQIANG (CN)
LI YUNJIAN (CN)
DAI SHENGFEI (CN)
SHI JING (CN)
YANG KE (CN)
SUN XIAOQIANG (CN)
Application Number:
PCT/CN2021/075466
Publication Date:
July 28, 2022
Filing Date:
February 05, 2021
Export Citation:
Assignee:
UNIV CHANGZHOU (CN)
International Classes:
C07C319/20; C07C323/62; C07D213/75; C07D333/38
Other References:
YASUYUKI KITA , OSAMU TAMURA , TAKASHI MIKI , YASUMITSU TAMURA: "Chemistry of O-silylated ketene acetals1: An efficient synthesis of α-thio--heterocycles from ω-amidosulfoxides by a novel intramolecular pummerer-type rearrangement", TETRAHEDRON LETTERS, vol. 28, no. 51, 1 January 1987 (1987-01-01) - 1 May 2001 (2001-05-01), Amsterdam , NL , pages 6479 - 6480, XP027190882, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(00)96893-X
KIM SANG MEE, KANG ON-YU, LIM HWAN JUNG, PARK SEONG JUN: "Selective Synthesis of N -Cyano Sulfilimines by Dearomatizing Stable Thionium Ions", ACS OMEGA, vol. 5, no. 17, 5 May 2020 (2020-05-05), US , pages 10191 - 10199, XP055952360, ISSN: 2470-1343, DOI: 10.1021/acsomega.0c01086
SHENG-RONG GUO,PAILLA SANTHOSH KUMAR,YAN-QIN YUAN,MING-HUA YANG: "Gold-Catalyzed, Iodine(III)-Mediated Direct Acyloxylation of the Unactivated C(sp 3 )-H Bonds of Methyl Sulfides", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2016, no. 25, 1 September 2016 (2016-09-01), DE , pages 4260 - 4264, XP055533692, ISSN: 1434-193X, DOI: 10.1002/ejoc.201600632
YANG KE, SONG MENGJIE, ALI AHMED I. M., MUDASSIR SYED M., GE HAIBO: "Recent Advances in the Application of Selectfluor as a “Fluorine‐free” Functional Reagent in Organic Synthesis", CHEMISTRY - AN ASIAN JOURNAL, vol. 15, no. 6, 16 March 2020 (2020-03-16), pages 729 - 741, XP055930429, ISSN: 1861-4728, DOI: 10.1002/asia.202000011
KIM SANG MEE, KANG ON-YU, LIM HWAN JUNG, PARK SEONG JUN: "Selective Synthesis of N -Cyano Sulfilimines by Dearomatizing Stable Thionium Ions", ACS OMEGA, vol. 5, no. 17, 5 May 2020 (2020-05-05), US , pages 10191 - 10199, XP055952360, ISSN: 2470-1343, DOI: 10.1021/acsomega.0c01086
SHENG-RONG GUO,PAILLA SANTHOSH KUMAR,YAN-QIN YUAN,MING-HUA YANG: "Gold-Catalyzed, Iodine(III)-Mediated Direct Acyloxylation of the Unactivated C(sp 3 )-H Bonds of Methyl Sulfides", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2016, no. 25, 1 September 2016 (2016-09-01), DE , pages 4260 - 4264, XP055533692, ISSN: 1434-193X, DOI: 10.1002/ejoc.201600632
YANG KE, SONG MENGJIE, ALI AHMED I. M., MUDASSIR SYED M., GE HAIBO: "Recent Advances in the Application of Selectfluor as a “Fluorine‐free” Functional Reagent in Organic Synthesis", CHEMISTRY - AN ASIAN JOURNAL, vol. 15, no. 6, 16 March 2020 (2020-03-16), pages 729 - 741, XP055930429, ISSN: 1861-4728, DOI: 10.1002/asia.202000011
Attorney, Agent or Firm:
CENTRAL SOUTH WELL INTELLECTUAL PROPERTY OFFICE (CN)
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