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Title:
POLYSUBSTITUTED SELENIUM-CONTAINING CYCLOPENT(HEX)ENE FRAMEWORK DERIVATIVE AND SYNTHESIS METHOD THEREFOR
Document Type and Number:
WIPO Patent Application WO/2023/279426
Kind Code:
A1
Abstract:
A polysubstituted selenium-containing cyclopent(hex)ene framework derivative and a synthesis method therefor. An arylacetylene compound and an unsaturated selenide reagent are used as reaction raw materials, and, under the action of a free radical initiator, a polysubstituted selenium-containing cyclopent(hex)ene framework derivative is prepared by means of a one-pot method. The described synthesis process is simple and efficient, requires no metal catalyst, has mild reaction conditions, and has good functional group tolerance and substrate universality. In addition, cyclopent(hex)ene compounds having different substituent groups are widely present in pharmaceutically active molecules; also, selenium-containing compounds have good biological activities, including anti-tumor, antioxidant, anti-inflammatory, antibacterial and antiviral activity. Therefore, the described synthesis method can be used to construct C-Se bonds by means of a simple, efficient and sustainable strategy, so as to obtain complex selenium-containing cyclopent(hex)ene framework derivatives from simple substrates, and has broad application prospects.

Inventors:
JI SHUNJUN (CN)
CAI ZHONGJIAN (CN)
WANG DIANLIANG (CN)
Application Number:
PCT/CN2021/106687
Publication Date:
January 12, 2023
Filing Date:
July 16, 2021
Export Citation:
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Assignee:
UNIV SOOCHOW (CN)
International Classes:
C07C391/02; C07C391/00; C07D213/55; C07D333/24
Other References:
DA CRUZ SILVEIRA CLAUDIO, LENARDAO EDER J, BRAGA ANTONIO L: "REACTION OF ETHYL ALPHA-CHLORO-ALPHA-PHENYLSELENOACETATE WITH ALKENES -SYNTHESIS OF ALPHA-PHENYLSELENO-GAMMA- BUTYROLACTONES ", SYNTHESIS, 31 October 1995 (1995-10-31), XP093022412
GAO YUZHEN, ZHANG PENGBO, JI ZHE, TANG GUO, ZHAO YUFEN: "Copper-Catalyzed Cascade Radical Addition–Cyclization Halogen Atom Transfer between Alkynes and Unsaturated α-Halogenocarbonyls", ACS CATALYSIS, AMERICAN CHEMICAL SOCIETY, US, vol. 7, no. 1, 6 January 2017 (2017-01-06), US , pages 186 - 190, XP093022415, ISSN: 2155-5435, DOI: 10.1021/acscatal.6b03033
LIU JIE-JIE, LING LAN, YU-TING GAO, QI LIU, LIANG CHENG, DONG WANG, LI LIU: "Visible-light-mediated stereoselective 1, 2-iodoalkylation of alkynes", ADVANCED SYNTHESIS & CATALYSIS, vol. 361, no. 6, pages 1283 - 1288, XP093022416, DOI: 10.1002/adsc.201801636
WELKER MARK E.: "3 + 2 Cycloaddition reactions of transition-metal 2-alkynyl and .eta.1-allyl complexes and their utilization in five-membered-ring compound syntheses", CHEMICAL REVIEWS, AMERICAN CHEMICAL SOCIETY, US, vol. 92, no. 1, 1 January 1992 (1992-01-01), US , pages 97 - 112, XP093022418, ISSN: 0009-2665, DOI: 10.1021/cr00009a004
Attorney, Agent or Firm:
CENTRAL SOUTH WELL INTELLECTUAL PROPERTY OFFICE (CN)
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