Lewis acid-catalyzed direct amination of benzhydryl alcohols

被引:152
|
作者
Terrasson, Vincent
Marque, Sylvain
Georgy, Marie
Campagne, Jean-Marc
Prim, Damien
机构
[1] Univ Versailles, CNRS, UMR 8180, Inst Lavoisier, F-78035 Versailles, France
[2] Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
amination; diarylmethylamine; gold; indium; Lewis acid;
D O I
10.1002/adsc.200600236
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The Lewis acid-mediated direct amination of benzylic alcohols is described, providing various benzylic amine derivatives in good yields under mild and environmentally benign conditions. Among the different Lewis acids tested, gold(III) proved to be the catalyst of choice for both chemical (yield, conversion) and practical reasons (a filtration over a silica pad is generally sufficient to obtain the corresponding benzylic amine in analytically pure form).
引用
收藏
页码:2063 / 2067
页数:5
相关论文
共 50 条
  • [31] Heteropoly acid-catalyzed direct substitution of 2-propynyl alcohols with Sulfonamides
    Yadav, J. S.
    Reddy, B. V. Subba
    Rao, T. Srinivasa
    Bala, B.
    Krishna, M.
    Kumar, G. G. K. S. Narayana
    CHEMISTRY LETTERS, 2007, 36 (12) : 1472 - 1473
  • [32] Direct palladium/carboxylic acid-catalyzed allylation of anilines with allylic alcohols in water
    Yang, SC
    Hsu, YC
    Gan, KH
    TETRAHEDRON, 2006, 62 (17) : 3949 - 3958
  • [33] STEREOSELECTIVE, LEWIS ACID-CATALYZED GLYCOSYLATION OF ALCOHOLS BY GLUCOSE 1,2-CYCLIC SULFITES
    SANDERS, WJ
    KIESSLING, LL
    TETRAHEDRON LETTERS, 1994, 35 (40) : 7335 - 7338
  • [34] KINETICS AND MECHANISM OF THE LEWIS ACID-CATALYZED ADDITION OF ALCOHOLS TO KETENES IN DIETHYL-ETHER SOLUTION
    POON, NL
    SATCHELL, DPN
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (10): : 1551 - 1554
  • [35] Lewis Acid-Catalyzed Rearrangement of Fluoroalkylated Propargylic Alcohols: An Alternative Approach to β-Fluoroalkyl-α,β-enones
    Ramasamy, Manickavasakam
    Lin, Hui-Chang
    Kuo, Sheng-Chu
    Hsieh, Min-Tsang
    SYNLETT, 2019, 30 (03) : 356 - 360
  • [36] A LEWIS ACID-CATALYZED REARRANGEMENT OF ALLENOL ETHERS
    RICCI, A
    DEGL'INNOCENTI, A
    CAPPERUCCI, A
    FAGGI, C
    SECONI, G
    FAVARETTO, L
    SYNLETT, 1990, (08) : 471 - 473
  • [37] Lewis Acid-Catalyzed Sulfur Fluoride Exchange
    Yassa, Theodore D.
    Fang, Yuxin
    Ravelo, Lana K.
    Anand, Sanah
    Arora, Saira
    Ball, Nicholas D.
    ORGANIC LETTERS, 2024, 26 (46) : 9897 - 9902
  • [38] Lewis and Bronsted acid-catalyzed allylsilane oligomerization
    Wigman, Benjamin
    Franz, Annaliese
    Armstrong, Brittany
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [39] LEWIS ACID-CATALYZED REARRANGEMENTS OF NITROXIDE RADICALS
    CAZIANIS, CT
    EATON, DR
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (13): : 2463 - 2470
  • [40] ON THE LEWIS ACID-CATALYZED CYCLOCONDENSATION OF IMINES WITH A SILOXYDIENE
    KERWIN, JF
    DANISHEFSKY, S
    TETRAHEDRON LETTERS, 1982, 23 (37) : 3739 - 3742