Microwave-assisted Synthesis of Diaryl Selenides. Elucidation of Cu(I)-catalyzed Reaction Mechanism

被引：26
|
作者：
Beletskaya, Irina P. [1 ]
Sigeev, Alexander S. [1 ]
Peregudov, Alexander S. [2 ]
Petrovskii, Pavel V. [2 ]
Khrustalev, Victor N. [2 ]
机构：
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
[2] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
来源：
CHEMISTRY LETTERS | 2010年 / 39卷 / 07期
基金：
俄罗斯基础研究基金会;
关键词：
GROUP-1B METAL(I) COMPOUNDS; LEWIS-BASE ADDUCTS; CRYSTAL-STRUCTURES; ANTIOXIDANT PROFILE; CHAIN-BREAKING; COMPLEXES; COPPER;
D O I：
10.1246/cl.2010.720
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel microwave-assisted cross-coupling of trialkyltin arylselenides 1 with arylbromides using [(phen)CuI](2) afforded unsymmetrical diarylselenides 3 in high to excellent yields. A plausible catalytic cycle for Cu(I)-catalysed cross-coupling has been proposed. A key intermediate in this catalytic cycle was synthesized and its structure was determined by X-ray diffractometry.
引用
收藏
页码：720 / 722
页数：3
相关论文
共 50 条
  • [21] MICROWAVE-ASSISTED SYNTHESIS OF β-THIODIKETONE COMPOUNDS BY MULTICOMPONENT REACTION
    Ma, Xiangmei
    Zhang, Mingxu
    Wang, Bin
    Min, Fanfei
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2015, 190 (07) : 1108 - 1114
  • [22] Design of Reaction Cavity for a Microwave-assisted Synthesis System
    Kim, Myungsik
    Kim, Jongmin
    Kim, Kwangsoo
    PIERS 2011 SUZHOU: PROGRESS IN ELECTROMAGNETICS RESEARCH SYMPOSIUM, 2011, : 317 - 320
  • [23] Microwave-assisted reaction of building blocks for glycopeptides synthesis
    Nuti, F. N.
    Real-Fernandez, F.
    Bonache, M. A.
    Boccalini, M.
    Chimichi, S.
    Chelli, M.
    Papini, A. M.
    JOURNAL OF PEPTIDE SCIENCE, 2010, 16 : 64 - 64
  • [24] Microwave-Assisted Cu-Catalyzed Protodecarboxylation of Aromatic Carboxylic Acids
    Goossen, Lukas J.
    Manjolinho, Filipe
    Khan, Bilal A.
    Rodriguez, Nuria
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (06): : 2620 - 2623
  • [25] The Microwave-assisted Lipase-catalyzed Synthesis of Sucrose Laurate
    Li, Quanhui
    Xin, Jiaying
    Yao, Tingting
    Wang, Zhengyang
    Zheng, Luoyun
    PROCEEDINGS OF THE INTERNATIONAL CONFERENCE ON ELECTRONICS, MECHANICS, CULTURE AND MEDICINE, 2016, 45 : 429 - 434
  • [26] Copper-Catalyzed Microwave-Assisted Synthesis of Benzimidazole Derivatives
    Ke, Fang
    Xu, Jianhua
    Liu, Caiqin
    Li, Qian
    Wu, Wen
    Li, Peng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2014, 34 (09) : 1900 - 1904
  • [27] Microwave-Assisted Silver-Catalyzed Synthesis of Biaryl Compounds
    Bharodiya, Akshay
    Desai, Bhargav
    Patil, Rachit S.
    Bhukya, Hussain
    Sivaiah, Areti
    Naveen, Togati
    CHEMISTRYSELECT, 2023, 8 (22):
  • [28] Improved protocols for microwave-assisted Cu(I)-catalyzed Huisgen 1,3-dipolar cycloadditions
    Cintasa, Pedro
    Martina, Katia
    Robaldo, Bruna
    Garella, Davide
    Boffa, Luisa
    Cravotto, Giancarlo
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2007, 72 (08) : 1014 - 1024
  • [29] Microwave-assisted Pd-catalyzed cross-coupling of aryl alkyl selenides with arylboronic acids
    Sapra, Shivani
    Kumar, Sumit
    Singh, Brajendra K.
    Organic and Biomolecular Chemistry, 2025, 23 (11): : 2590 - 2596
  • [30] Microwave-assisted copper-catalyzed Heck reaction in PEG solvent
    Declerck, Valerie
    Martinez, Jean
    Lamaty, Frederic
    SYNLETT, 2006, (18) : 3029 - 3032
12345