Recent Developments for the Synthesis of Heterocycles Catalyzed by N-Heterocyclic Carbene

被引：10
|
作者：
Ding, Qiuping [1 ,2 ]
Fan, Xiaona [3 ]
Wu, Jie [4 ]
机构：
[1] Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Jiangxi, Peoples R China
[2] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
[3] Gannan Med Univ, Sch Pharm, Ganzhou 341000, Jiangxi, Peoples R China
[4] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
来源：
CURRENT ORGANIC CHEMISTRY | 2014年 / 18卷 / 06期
基金：
中国国家自然科学基金;
关键词：
Benzofuranone; chromone; heterocycles; lactam; lactone; N-heterocyclic carbene; organocatalyst; DIELS-ALDER REACTIONS; HIGHLY ENANTIOSELECTIVE SYNTHESIS; GAMMA-BUTYROLACTONES; 4+2 CYCLOADDITION; CONJUGATE UMPOLUNG; DIRECT ANNULATIONS; ALPHA; BETA-UNSATURATED ALDEHYDES; FUSED DIHYDROPYRANONES; COOPERATIVE CATALYSIS; HOMOENOLATE ADDITIONS;
D O I：
10.2174/1385272819666140201003238
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-Heterocyclic carbenes (NHCs) as versatile nucleophilic organocatalysts have been extensively studied and also widely applied in organic reactions. The types of organic reactions catalyzed by N-heterocyclic carbenes are broad including benzoin condensation, Stetter reaction, a(3)-to-d(3) umpolung, ring-opening reaction, transesterification, and ring expansion polymerization. This review reports recent developments in the synthesis of heterocycles (such as lactams, lactones, chromones, and benzofuranones) catalyzed by N-heterocyclic carbenes.
引用
收藏
页码：700 / 718
页数：19
相关论文
共 50 条
  • [31] N-Heterocyclic Carbene-Catalyzed Enantioselective Synthesis of Spirocyclohexane Oxindoles
    Zhang, Ye
    Wang, Zhoulu
    Ren, Min
    Zhang, Xiaoxiang
    Fu, Zhenqian
    ADVANCED SYNTHESIS & CATALYSIS, 2025, 367 (04)
  • [32] N-heterocyclic carbene-catalyzed conjugate umpolung for the synthesis of γ-butyrolactones
    Burstein, Christian
    Tschan, Serena
    Xie, Xiulan
    Glorius, Frank
    SYNTHESIS-STUTTGART, 2006, (14): : 2418 - 2439
  • [33] N-Heterocyclic carbene catalyzed dehydrogenative coupling of enals: synthesis of monobactams
    Li, Fangyi
    Zhao, Changgui
    Wang, Jian
    ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (03): : 335 - 338
  • [34] Recent Advances in the Synthesis of Spiroheterocycles via N-Heterocyclic Carbene Organocatalysis
    Liu, Yue
    Zhang, Xiang
    Zeng, Rong
    Zhang, Ying
    Dai, Qing-Song
    Leng, Hai-Jun
    Gou, Xiao-Jun
    Li, Jun-Long
    MOLECULES, 2017, 22 (11):
  • [35] Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene:: versatile synthons for synthesis of N-heterocyclic carbene complexes
    Yamaguchi, Y
    Kashiwabara, T
    Ogata, K
    Miura, Y
    Nakamura, Y
    Kobayashi, K
    Ito, T
    CHEMICAL COMMUNICATIONS, 2004, (19) : 2160 - 2161
  • [36] Recent Advances in the Synthesis of Cyanides Enabled by N-Heterocyclic Carbene Catalysis
    Cai Yuanlin
    Lu Ya
    Nie Guihua
    Jin Zhichao
    Chi Yonggui
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (09) : 3135 - 3145
  • [37] Recent advances in the synthesis and derivatization of N-heterocyclic carbene metal complexes
    Voloshkin, Vladislav A.
    Tzouras, Nikolaos V.
    Nolan, Steven P.
    DALTON TRANSACTIONS, 2021, 50 (35) : 12058 - 12068
  • [38] Recent Progress in N-Heterocyclic Carbene Chemistry: Application to Polymer Synthesis
    Matsuoka, Shin-ichi
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2010, 68 (06) : 659 - 660
  • [39] Access to Oxoquinoline Heterocycles by N-Heterocyclic Carbene Catalyzed Ester Activation for Selective Reaction with an Enone
    Fu, Zhenqian
    Jiang, Ke
    Zhu, Tingshun
    Torres, Jaume
    Chi, Yonggui Robin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (25) : 6506 - 6510
  • [40] Synthesis of Cationic N-Heterocyclic Carbene Lanthanide Bromide and the Influence of N-Heterocyclic Carbene and Lanthanide Metals
    Yao, Haisheng
    Zhang, Jinguo
    Zhang, Yong
    Sun, Hongmei
    Shen, Qi
    ORGANOMETALLICS, 2010, 29 (22) : 5841 - 5846
12345