Gold-Catalyzed Lactone Synthesis: Advancements and Insights

被引:0
|
作者
Sankar, D. Ravi [1 ]
Neetha, Mohan [2 ]
Anilkumar, Gopinathan [2 ,3 ]
机构
[1] Sree Narayana Coll, Dept Chem, Varkala 695145, Kerala, India
[2] Mahatma Gandhi Univ, Sch Chem Sci, Priyadarsini Hills PO, Kottayam 686560, Kerala, India
[3] Mahatma Gandhi Univ, Inst Integrated Programmes & Res Basic Sci IIRBS, Priyadarsini Hills PO, Kottayam 686560, Kerala, India
关键词
Gold; Lactones; Butenolide; gamma-alkynoic acids; gamma-butyrolactones; Propargyl esters; Allenoates; CYCLIZATION/OXIDATIVE CLEAVAGE REACTIONS; GOLD(I)-CATALYZED SYNTHESIS; RECYCLABLE CATALYSTS; ACETYLENIC ACIDS; GAMMA-LACTONES; CYCLOISOMERIZATION; EFFICIENT; ESTERS; (Z)-ENYNOLS; COMPLEXES;
D O I
10.1002/tcr.202400071
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lactones represent a class of fundamental structural motifs ubiquitous in nature, holding significance across diverse scientific domains such as pharmaceuticals, natural products, drug discovery, and industry. Despite their simplicity, the synthesis of lactones has garnered considerable interest due to their pivotal roles. Gold, traditionally regarded as a noble metal, has emerged as an efficient catalyst, challenging conventional perceptions. The utilization of gold in lactone synthesis has captivated researchers, leading to the development of numerous effective methodologies. Motivated by this, we present a comprehensive compilation of reports on the gold-catalyzed synthesis of lactones, encompassing literature till date. Lactones represent a class of heterocyclic compounds prevalent in nature and applied across diverse industries. This review particularly focuses on gold-catalyzed pathways leading to lactone formation, especially from propargylic esters, allenoic acids, allenoates, and alkynes. The manuscript sheds light on significant contributions in the field of gold-catalyzed lactone synthesis, providing an analysis of developments up to 2023. image
引用
收藏
页数:26
相关论文
共 50 条
  • [21] Gold-catalyzed hydroarylation of alkynes
    Reetz, MT
    Sommer, K
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (18) : 3485 - 3496
  • [22] Gold-Catalyzed Cyclization Processes: Pivotal Avenues for Organic Synthesis
    Kumar, Amit
    Singh, Sukhdev
    Sharma, Sunil K.
    Parmar, Virinder S.
    Van der Eycken, Erik V.
    CHEMICAL RECORD, 2016, 16 (01) : 73 - 83
  • [23] Gold-catalyzed synthesis of dicarboxylic and monocarboxylic acids
    Kulik, Anna
    Janz, Alexander
    Pohl, Marga-Martina
    Martin, Andreas
    Koeckritz, Angela
    EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 2012, 114 (11) : 1327 - 1332
  • [24] Gold-Catalyzed Cyclizations of cis-Enediynes: Insights into the Nature of Gold-Aryne Interactions
    Wang, Youliang
    Yepremyan, Akop
    Ghorai, Subir
    Todd, Robert
    Aue, Donald H.
    Zhang, Liming
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (30) : 7795 - 7799
  • [25] Gold-catalyzed cyclizations of 1,7-enynes
    Cabello, Noemi
    Rodriguez, Cristina
    Echavarren, Antonio M.
    SYNLETT, 2007, (11) : 1753 - 1758
  • [26] Synthesis of Bicyclic Ethers by a Gold/Palladium/Gold-Catalyzed Cyclization/Cross Coupling Sequence
    Gockel, Birgit
    Krause, Norbert
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (02) : 311 - 316
  • [27] Gold-catalyzed nucleophilic tandem cyclizations of tetraethynylethene derivatives
    Schaedlich, Johannes
    Wieteck, Marcel
    Rudolph, Matthias
    Larsen, Mie Hojer
    Hashmi, A. Stephen K.
    TETRAHEDRON, 2015, 71 (35) : 5858 - 5865
  • [28] Gold-Catalyzed Synthesis of Chiral Cyclopentadienyl Esters via Chirality Transfer
    Zhao, Ke
    Hsu, Yu-Chen
    Yang, Ziguang
    Liu, Rai-Shung
    Zhang, Liming
    ORGANIC LETTERS, 2020, 22 (16) : 6500 - 6504
  • [29] Synthesis of Oxindoles through the Gold-Catalyzed Oxidation of N-Arylynamides
    Yang, Liu-Qing
    Wang, Kai-Bing
    Li, Chuan-Ying
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (14) : 2775 - 2779
  • [30] Synthesis of pyrroloazepinones: platinum- and gold-catalyzed cyclization reactions of alkynes
    Gruit, Marina
    Michalik, Dirk
    Krueger, Karolin
    Spannenberg, Anke
    Tillack, Annegret
    Pews-Davtyan, Anahit
    Beller, Matthias
    TETRAHEDRON, 2010, 66 (18) : 3341 - 3352