Electrochemical generation of alkyl and aryl isocyanides

被引:20
|
作者
Guirado, A
Zapata, A
Gómez, JL
Trabalón, L
Gálvez, J
机构
[1] Univ Murcia, Dept Quim Organ, Fac Quim, Murcia 30071, Spain
[2] Univ Murcia, Dept Quim Fis, Fac Quim, Murcia 30071, Spain
关键词
isocyanides; carbonimidoyl dichlorides; electrochemical reduction;
D O I
10.1016/S0040-4020(99)00509-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and widely applicable reagent-free method for the synthesis of alkyl and aryl isocyanides has been established. The electrochemical reduction of alkyl and aryl carbonimidoyl dichlorides under constant cathode potential leads to the corresponding isocyanides in almost quantitative yields. The availability of the starting materials, the mildness of the reaction conditions as well as the easy isolation of products are noteworthy, advantageous features of the procedure. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9631 / 9640
页数:10
相关论文
共 50 条
  • [31] IMINODIOXOLANES FROM FLUORO KETONES AND ALKYL ISOCYANIDES
    MIDDLETON, WJ
    ENGLAND, DC
    KRESPAN, CG
    JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (04): : 948 - +
  • [32] ELECTROCHEMICAL STUDIES OF THE FORMATION AND DECOMPOSITION OF ALKYL ARYL ETHER RADICAL-ANIONS
    KOPPANG, MD
    WOOLSEY, NF
    BARTAK, DE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1982, 184 (SEP): : 123 - ANYL
  • [33] ARYL AND ARYL-ALKYL ISOCYANOSILANES
    MCBRIDE, JJ
    JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (12): : 2029 - 2030
  • [34] Recent Advances in the Electrochemical Functionalization of Isocyanides
    Gu, Qingyun
    Cheng, Zhenfeng
    Qiu, Xiaodong
    Zeng, Xiaobao
    CHEMICAL RECORD, 2023, 23 (01):
  • [35] Modern photo- and electrochemical approaches to aryl radical generation
    Grudzien, Krzysztof
    Zlobin, Andrei
    Zadworny, Jan
    Rybicka-Jasinska, Katarzyna
    Sadowski, Bartlomiej
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (18): : 5232 - 5277
  • [36] Metal-free oxidative cascade cyclization of isocyanides with thiols: a new pathway for constructing 6-aryl(alkyl)thiophenanthridines
    Yang, Ziqi
    Song, Xiangyang
    Wei, Zhonglin
    Cao, Jungang
    Liang, Dapeng
    Duan, Haifeng
    Lin, Yingjie
    TETRAHEDRON LETTERS, 2016, 57 (22) : 2410 - 2413
  • [37] Reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates in the presence of 1-aryl-2-thiocyanatoethanone yields highly functionalised iminolactones
    Hassanabadi, Alireza
    Hosseini-Tabatabaei, Mohammad R.
    JOURNAL OF CHEMICAL RESEARCH, 2012, (12) : 706 - 708
  • [38] ALKYL AND ARYL SULFENIMIDES
    BEHFOROUZ, M
    KERWOOD, JE
    JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (01): : 51 - +
  • [39] The aryl and alkyl sulphonamides
    Clutterbuck, PW
    Cohen, JB
    JOURNAL OF THE CHEMICAL SOCIETY, 1923, 123 : 2507 - 2515
  • [40] ALKYL AND ARYL DIFLUOROSULFURANES
    DENNEY, DB
    DENNEY, DZ
    HSU, YF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) : 4064 - 4065