Gold-catalyzed C-S bond formation from thiols

被引:67
|
作者
Jean, Mickael [1 ]
Renault, Jacques [1 ]
van de Weghe, Pierre [1 ]
Asao, Naoki [2 ,3 ]
机构
[1] Univ Rennes 1, EA Subst Lichen & Photoprotect, Fac Sci Biol & Pharmaceut, F-35043 Rennes, France
[2] Tohoku Univ, Dept Chem, Sendai, Miyagi 9808578, Japan
[3] Tohoku Univ, Res & Analyt Ctr Giant Mol, Grad Sch Sci, Sendai, Miyagi 9808578, Japan
关键词
Gold catalysis; Substitution; Sulfide; CARBON-SULFUR; ARYL HALIDES; PALLADIUM; SULFIDES; ALKYNES; CYCLOISOMERIZATION; CARBOALKOXYLATION; CONDENSATION; PLATINUM; BROMIDE;
D O I
10.1016/j.tetlet.2009.11.025
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
ortho-Alkynylbenzoic acid alkyl esters act as alkylating agents of thiol derivatives with PPh3AuCl in combination with AgOTf in 1,2-dichloroethane at 80 degrees C. The corresponding sulfide compounds are obtained in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:378 / 381
页数:4
相关论文
共 50 条
  • [41] Ni-catalyzed C-S bond construction and cleavage
    Huang, Su
    Wang, Ming
    Jiang, Xuefeng
    CHEMICAL SOCIETY REVIEWS, 2022, 51 (19) : 8351 - 8377
  • [42] Noncovalent Interactions in C-S Bond Formation Reactions
    Choudhuri, Khokan
    Pramanik, Milan
    Mal, Prasenjit
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (19): : 11997 - 12011
  • [43] FORMATION OF C-S BOND BY THE ELIMINATION OF PERFLUOROCARBOXYLIC ACID
    KAWA, H
    ISHIKAWA, N
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (07) : 2097 - 2098
  • [44] C-S bond formation catalyzed by N-heterocylic carbene palladium phosphine complexes
    Fu, Ching-Feng
    Liu, Yi-Hung
    Peng, Shei-Ming
    Liu, Shiuh-Tzung
    TETRAHEDRON, 2010, 66 (12) : 2119 - 2122
  • [45] C-S Cross-Coupling of Aryldiazonium Salts with Thiols Mediated by Gold
    Caballero-Munoz, Alejandra
    Rosas-Ortega, Miguel
    Diaz-Salazar, Howard
    Porcel, Susana
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (30)
  • [46] Eosin-Y-Catalyzed Photoredox C-S Bond Formation: Easy Access to Thioethers
    Chand, Shiv
    Pandey, Anand Kumar
    Singh, Rahul
    Kumar, Saurabh
    Singh, Krishna Nand
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (24) : 4712 - 4716
  • [47] Palladium-Catalyzed C-S Bond Formation as a Tool for Latent-Active Glycosylation
    Hedberg, Christinne
    Jessen, Kamilla S.
    Hansson, Rikke F.
    Heuckendorff, Mads
    Jensen, Henrik H.
    ORGANIC LETTERS, 2020, 22 (18) : 7068 - 7072
  • [48] Cobalt-Catalyzed Aerobic Cross-Dehydrogenative Coupling of C-H and Thiols in Water for C-S Formation
    Huang, Xin
    Chen, Yongqi
    Zhen, Shan
    Song, Lijuan
    Gao, Mingqi
    Zhang, Panke
    Li, Heng
    Yuan, Bingxin
    Yang, Guanyu
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (14): : 7331 - 7340
  • [49] Nickel-Catalyzed C-S Bond Formation: Synthesis of Aryl Sulfides from Arylsulfonyl Hydrazides and Boronic Acids
    Singh, Rahul
    Allam, Bharat Kumar
    Singh, Neetu
    Kumari, Kumkum
    Singh, Satish Kumar
    Singh, Krishna Nand
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (06) : 1181 - 1186
  • [50] Gold-Catalyzed Intermolecular Alkyne Insertion into the N-S Bond in Sulfenamides
    Asoh, Takato
    Tashiro, Hiroki
    Terada, Masahiro
    Nakamura, Itaru
    ORGANIC LETTERS, 2022, 24 (50) : 9264 - 9268