Cross-Dehydrogenative C-H/S-H Coupling Reactions

被引:61
|
作者
Hosseinian, Akram [1 ]
Ahmadi, Sheida [2 ]
Nasab, Fatemeh Alsadat Hosseini [3 ]
Mohammadi, Robab [2 ]
Vessally, Esmail [2 ]
机构
[1] Univ Tehran, Sch Engn Sci, Coll Engn, POB 11365-4563, Tehran, Iran
[2] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran
[3] Hormozgan Univ, Dept Chem, POB 3995, Bandar Abbas, Iran
关键词
Cross-dehydrogenative couplings; Sulfenylation; Thioethers; Thiol; C-H bond; S-H bond; Catalyst; CATALYZED REGIOSELECTIVE SULFENYLATION; S BOND FORMATION; METAL-FREE; ARYL THIOLS; DIRECT THIOLATION; ARYLSULFONYL CHLORIDES; MOLECULAR-OXYGEN; BORONIC ACIDS; INDOLES; OXIDANT;
D O I
10.1007/s41061-018-0217-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Carbon-sulfur bond formation represents a key step in the synthesis of thioethers, which are a common structural motif in many pharmaceutically compounds. The direct cross-dehydrogenative coupling of C-H/S-H bonds has become a powerful tool for C-S bond formation. As these coupling reactions avoid pre-functionalization of the starting materials, they are more atom-economical, practical, and environmentally friendly than traditional cross-coupling reactions. In this review, we will highlight the most important developments in this novel and interesting research arena with the emphasis on the mechanistic aspects of the reactions. The review is divided into three major sections: (1) C(sp(3))-H/S-H bonds coupling reactions; (2) C(sp(2))-H/S-H bonds coupling reactions; and (3) C(sp)-H/S-H bonds coupling reactions.
引用
收藏
页数:32
相关论文
共 50 条
  • [1] Cross-Dehydrogenative C–H/S–H Coupling Reactions
    Akram Hosseinian
    Sheida Ahmadi
    Fatemeh Alsadat Hosseini Nasab
    Robab Mohammadi
    Esmail Vessally
    [J]. Topics in Current Chemistry, 2018, 376
  • [2] Electrocatalytic Oxidant-Free Dehydrogenative C-H/S-H Cross-Coupling
    Wang, Pan
    Tang, Shan
    Huang, Pengfei
    Lei, Aiwen
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (11) : 3009 - 3013
  • [3] Cross-Dehydrogenative Coupling Reactions of sp3-Hybridized C-H Bonds
    Yoo, Woo-Jin
    Li, Chao-Jun
    [J]. C-H ACTIVATION, 2010, 292 : 281 - 302
  • [4] Cross-dehydrogenative coupling involving benzylic and allylic C-H bonds
    Bosque, Irene
    Chinchilla, Rafael
    Gonzalez-Gomez, Jose C.
    Guijarro, David
    Alonso, Francisco
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (13) : 1717 - 1742
  • [5] Expedient Ni-catalyzed C-H/C-H cross-dehydrogenative coupling of aryl amides with azoles
    Sarkar, Tanumay
    Maharana, Prabhat Kumar
    Roy, Subhasish
    Punniyamurthy, Tharmalingam
    [J]. CHEMICAL COMMUNICATIONS, 2022, 58 (40) : 5980 - 5983
  • [6] Photoelectrochemical cross-dehydrogenative coupling of benzothiazoles with strong aliphatic C-H bonds†
    Capaldo, Luca
    Quadri, Lorenzo L.
    Merli, Daniele
    Ravelli, Davide
    [J]. CHEMICAL COMMUNICATIONS, 2021, 57 (36) : 4424 - 4427
  • [7] A walk around the application of nanocatalysts for cross-dehydrogenative coupling of C-H bonds
    Wang, Jianjie
    Su, Pingyang
    Abdolmohammadi, Shahrzad
    Vessally, Esmail
    [J]. RSC ADVANCES, 2019, 9 (71) : 41684 - 41702
  • [8] Copper-Catalyzed Allylic C-H Alkynylation by Cross-Dehydrogenative Coupling
    Almasalma, Ahmad A.
    Mejia, Esteban
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (47) : 12269 - 12273
  • [9] Nanoporous gold catalyst for cross-dehydrogenative coupling via C-H bond activation
    Ho, Hon Eong
    Jin, Tienan
    Asao, Naoki
    Yamamoto, Yoshinori
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [10] Cross-Dehydrogenative Coupling Polymerization via C-H Activation for the Synthesis of Conjugated Polymers
    Chakraborty, Baitan
    Luscombe, Christine K.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (21)