Facile synthesis of dihydroisobenzofuran derivatives via a one-pot sequential Passerini-azide/Ag(I)-catalyzed cyclization process

被引:0
|
作者
Luo, Yan [1 ]
Yu, Hai-Feng [1 ]
Yang, Li-Na [2 ]
Yao, Gang [1 ]
Jin, Ye [1 ]
Wei, Zi-Qi [1 ]
Xue, Ping [1 ]
Qin, Ran [1 ]
Li, Long-Quan [1 ]
Sun, Quan [1 ]
Xiong, Jun [1 ]
机构
[1] Hubei Univ Sci & Technol, Xianning Med Coll, Sch Pharm, Xianning 437100, Hubei, Peoples R China
[2] Fujian Med Univ, Zhangzhou Affiliated Hosp, Dept Pharm, 59 Shengli Rd, Zhangzhou 363000, Fujian, Peoples R China
关键词
Dihydroisobenzofuran; Tetrazole; One; -pot; Passerini-azide; Ag(I)-catalyzed; POLYSUBSTITUTED 3,4-DIHYDROQUINAZOLINES; EFFICIENT SYNTHESIS; TETRAZOLE; ALCOHOLS; ROUTE; BONDS;
D O I
10.1016/j.tet.2024.133984
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile one -pot synthesis of dihydroisobenzofuran derivatives by Passerini-azide/Ag(I)-catalyzed cyclization sequence has been developed. The Passerini-azide reactions of 2-(alkynyl)benzaldehydes, trimethylsilyl azide, and isocyanides gave tetrazole intermediates, which were transformed to the dihydroisobenzofurans in moderate to good yields via Ag(I)-catalyzed 5- exo - dig cyclization reaction.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] Synthesis of Some New 1,4-Dihydropyridine Derivatives through a Facile One-pot Hantzsch Condensation Catalyzed by Triethylamine
    Ghalem, Wassima
    Boucina, Raouf
    Debache, Abdelmadjid
    CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (03) : 733 - 737
  • [32] A Facile L-Proline Catalyzed One-Pot Synthesis of Xanthene and Acridine Based Quinolones via Knoevenagel Condensation Reaction
    Reddy, Manne Madhava
    Sivaramakrishna, Akella
    CHEMISTRYSELECT, 2020, 5 (16): : 4816 - 4821
  • [33] One-pot synthesis of substituted indolines via a copper-catalyzed sequential multicomponent/C-N coupling reaction
    Jin, Hongwei
    Zhou, Bingwei
    Wu, Zhi
    Shen, Yang
    Wang, Yanguang
    TETRAHEDRON, 2011, 67 (06) : 1178 - 1182
  • [34] Synthesis of benzocycloalkene derivatives via Pd-catalyzed one-pot two-step reactions of benzocyclic ketones, tosylhydrazide with aryl bromides
    Sun, Zhenze
    Liu, Ping
    Dai, Bin
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2018, 22 (08) : 930 - 936
  • [35] Glycine-Catalyzed Efficient Synthesis of Pyranopyrazoles via One-Pot Multicomponent Reaction
    Reddy, M. B. Madhusudana
    Jayashankara, V. P.
    Pasha, M. A.
    SYNTHETIC COMMUNICATIONS, 2010, 40 (19) : 2930 - 2934
  • [36] One-pot synthesis of xanthene derivatives catalyzed by Fe(III) tetranitrophthalocyanine immobilized on activated carbon
    Huang, H.
    Yao, Y.
    Lin, Q.
    Zhao, J.
    Hua, C.
    Gou, X.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (04) : 934 - 938
  • [37] A Cheap Amino Alcohol Catalyzed One-Pot, Tri-Component Synthesis of Tetrahydrochromene Derivatives
    Song, Shaojun
    Shan, Zixing
    Jin, Yong
    LETTERS IN ORGANIC CHEMISTRY, 2010, 7 (01) : 64 - 68
  • [38] Efficient one-pot synthesis of propargylstannanes from propargylic alcohol derivatives via allenyltitaniums
    An, DK
    Okamoto, S
    Sato, F
    TETRAHEDRON LETTERS, 1998, 39 (27) : 4861 - 4864
  • [39] One-Pot Synthesis of 3,4-Dihydropyrimidine-2-one Derivatives via Biginelli Reactions Catalyzed by SnCl2@MNPs
    Zhao, Wenxin
    Huang, Mengjun
    Li, Shengnan
    Liu, Yujing
    Liu, Zhongqiu
    Ying, An'guo
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (07) : 2743 - 2749
  • [40] Iron-Catalyzed, Microwave-Promoted, One-Pot Synthesis of 9-Substituted Xanthenes by a Cascade Benzylation-Cyclization Process
    Xu, Xiaobing
    Xu, Xiaolei
    Li, Hongfeng
    Xie, Xin
    Li, Yanzhong
    ORGANIC LETTERS, 2010, 12 (01) : 100 - 103