A simple and efficient method for sulfonylation of amines, alcohols and phenols with cupric oxide under mild conditions
作者： G.A. Meshram , Vishvanath D. Patil
DOI: 10.1016/J.TETLET.2008.12.085
关键词:
摘要: Cupric Oxide efficiently catalyzed the synthesis of sulfonamides and sulfonic esters. This method has been applied to a variety substrates including nucleophilic sterically-hindered amines, alcohols phenols with excellent yields The remarkable selectivity under mild neutral conditions this commercially available inexpensive catalyst is an attractive feature method.
elsevier.com
sci-hub.se 参考文章(22)
Derek Barton, W.David Ollis, Comprehensive organic chemistry : the synthesis and reactions of organic compounds Tetrahedron Letters. ,vol. 19, ,(1978) , 10.1016/S0040-4039(01)85753-1
Akito YASUHARA, Mitsuyoshi KAMEDA, Takao SAKAMOTO, Selective Monodesulfonylation of N,N-Disulfonylarylamines with Tetrabutylammonium Fluoride Chemical & Pharmaceutical Bulletin. ,vol. 47, pp. 809- 812 ,(1999) , 10.1248/CPB.47.809
Thomas Heiner, Sergei I. Kozhushkov, Mathias Noltemeyer, Thomas Haumann, Roland Boese, Armin de Meijere, Intramolecular Diels-Alder reactions of furans with a merely strain-activated tetrasubstituted alkene: Bicyclopropylidene Tetrahedron. ,vol. 52, pp. 12185- 12196 ,(1996) , 10.1016/0040-4020(96)00720-X
Jae Wook Lee, Ying Qi Louie, Daniel P. Walsh, Young-Tae Chang, Nitrophenol resins for facile amide and sulfonamide library synthesis. ACS Combinatorial Science. ,vol. 5, pp. 330- 335 ,(2003) , 10.1021/CC0200890
Seong Choe Yearn, John A. Katzenellenbogen, Tetrabutylammonium fluoride-induced conversion of tresylates to mesylates Tetrahedron Letters. ,vol. 34, pp. 1579- 1580 ,(1993) , 10.1016/0040-4039(93)85011-K
S. Chandrasekhar, Suchismita Mohapatra, Neighbouring group assisted sulfonamide cleavage of Sharpless aminols under acetonation conditions Tetrahedron Letters. ,vol. 39, pp. 695- 698 ,(1998) , 10.1016/S0040-4039(97)10638-4
Claude Dufresne, Michel Gallant, Yves Gareau, Réjean Ruel, Laird Trimble, Marc Labelle, Synthesis of Montelukast (MK-0476) Metabolic Oxidation Products Journal of Organic Chemistry. ,vol. 61, pp. 8518- 8525 ,(1996) , 10.1021/JO9615817
Victor E. Marquez, Rajiv Sharma, Shaomeng Wang, Nancy E. Lewin, Peter M. Blumberg, In-Sik Kim, Jeewoo Lee, Conformationally constrained analogues of diacylglycerol (DAG). 14.1 Dissection of the roles of the sn-1 and sn-2 carbonyls in DAG mimetics by isopharma cophore replacement Bioorganic & Medicinal Chemistry Letters. ,vol. 8, pp. 1757- 1762 ,(1998) , 10.1016/S0960-894X(98)00307-2
Wei Yuan, Karen Fearon, Michael H. Gelb, Synthesis of sulfur-substituted phospholipid analogs as mechanistic probes of phospholipase A2 catalysis Journal of Organic Chemistry. ,vol. 54, pp. 906- 910 ,(1989) , 10.1021/JO00265A034
Atsushi Nishida, Tatsuo Hamada, Osamu Yonemitsu, Hydrolysis of tosyl esters initiated by an electron transfer from photoexcited electron-rich aromatic compounds Journal of Organic Chemistry. ,vol. 53, pp. 3386- 3387 ,(1988) , 10.1021/JO00249A058