CsF-celite, an efficient solid state reagent for the syntheses of thioesters and thioethers

作者: Syed T. A. Shah , Khalid M. Khan , Hidayat Hussain , Safdar Hayat , Wolfgang Voelter

DOI: 10.1007/S00706-005-0351-6

关键词:

摘要: Coupling reactions of a number aliphatic, aromatic, and heterocyclic compounds bearing an acidic hydrogen atom attached to sulfur, with alkyl, acyl, benzyl, or benzoyl halides in acetonitrile cesium fluoride-Celite are described. This procedure is convenient, efficient, practical for the preparation thioethers thioesters.

参考文章(41)
Philip C.Bulman Page, Sukhbinder S. Klair, Michael P. Brown, Marjorie M. Harding, Christopher S. Smith, Stephen J. Maginn, Suzanne Mulley, Carbon—sulphur bond formation catalysed by bis(diphenylphosphino)-methane complexes of platinum (II) Tetrahedron Letters. ,vol. 29, pp. 4477- 4480 ,(1988) , 10.1016/S0040-4039(00)80527-4
Safdar Hayat, Atta-ur-Rahman, M Iqbal Choudhary, Khalid Mohammed Khan, Wilhelm Schumann, Ernst Bayer, N-Alkylation of anilines, carboxamides and several nitrogen heterocycles using CsF–Celite/alkyl halides/CH3CN combination Tetrahedron. ,vol. 57, pp. 9951- 9957 ,(2001) , 10.1016/S0040-4020(01)00989-9
Jack M. Miller, Kwok-Hung So, James H. Clark, Hydrogen bond assisted organic reactions: C- and O-alkylations, sulphenylations, and Michael additions aided by polymer immobilized fluoride ion Journal of The Chemical Society, Chemical Communications. pp. 466- 467 ,(1978) , 10.1039/C39780000466
Arthur W. Herriott, Donald Picker, Phase transfer catalysis. Evaluation of catalysis Journal of the American Chemical Society. ,vol. 97, pp. 2345- 2349 ,(1975) , 10.1021/JA00842A006
J. Büchi, M. Prost, H. Eichenberger, R. Lieberherr, Synthese und analgetische Wirkung einiger 1‐Methyl‐4‐phenyl‐piperidin‐(4)‐alkylsulfone. 1. Mitteilung Helvetica Chimica Acta. ,vol. 35, pp. 1527- 1536 ,(1952) , 10.1002/HLCA.19520350514
James H. Clark, Jack M. Miller, Hydrogen bonding in organic synthesis; enhanced reactivity of aromatic compounds capable of hydrogen bonding to fluoride Journal of The Chemical Society, Chemical Communications. pp. 229- 230 ,(1976) , 10.1039/C39760000229
Catherine Goux, Paul Lhoste, Denis Sinou, Synthesis of allyl aryl sulphides by palladium(0)-mediated alkylation of thiols Tetrahedron Letters. ,vol. 33, pp. 8099- 8102 ,(1992) , 10.1016/S0040-4039(00)74729-0
Kazuo Maekawa, Koichi Narasaka, Teruaki Mukaiyama, The Activation of Bivalent Sulfur Compounds with Cupric Chloride and Zinc Chloride. The Benzylation and Acylation of Aromatic Compounds with Sulfides and Thiol Esters Bulletin of the Chemical Society of Japan. ,vol. 46, pp. 3478- 3481 ,(1973) , 10.1246/BCSJ.46.3478
Józef DRABOWICZ, Marian MIKOŁAJCZYK, An Iodine-Catalysed Reduction of Sulphoxides by Formamidinesulphinic Acid Synthesis. ,vol. 1978, pp. 542- 542 ,(1978) , 10.1055/S-1978-24807