Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoromethanesulfonyloxy) iodo]benzene to esters of 2-alkyl- and 2-arylalkanoic acids

作者: Namig Sh. Pirguliyev , Valery K. Brel , Nikolai S. Zefirova , Peter J. Stang

DOI: 10.1070/MC1999V009N05ABEH001107

关键词: Oxidative phosphorylationOrganic chemistryBenzeneChemistryAlkyl

摘要: Induced oxidative rearrangement of non-terminal alkynes by [fluoro(trifluoro-methanesulfonyloxy)iodo]benzene to esters 2-alkyl- and 2- arylalkanoic acids

参考文章(17)
Robert M Moriarty, Radhe K Vaid, Michael P Duncan, Beena K Vaid, Oxidative rearrangement of alkynes to carboxylic acid esters by [Hydroxy(tosyloxy)iodo]benzene in methanol Tetrahedron Letters. ,vol. 28, pp. 2845- 2848 ,(1987) , 10.1016/S0040-4039(00)96224-5
Peter J. Stang, Bruce W. Surber, Zhen Chu Chen, Kenneth A. Roberts, Albert G. Anderson, Acetylenic esters. Preparation and mechanism of formation of alkynyl tosylates and mesylates via tricoordinate iodonium species Journal of the American Chemical Society. ,vol. 109, pp. 228- 235 ,(1987) , 10.1021/JA00235A034
Yasumitsu Tamura, Takayuki Yakura, Jun-ichi Haruta, Yasuyuki Kita, An efficient conversion of keto groups into dihydroxyacetone groups: Oxidation of ethynylcarbinol intermediates by using hypervalent iodine reagent Tetrahedron Letters. ,vol. 26, pp. 3837- 3840 ,(1985) , 10.1016/S0040-4039(00)89264-3
Tahir M. Kasumov, Namig Sh. Pirguliyev, Valery K. Brel, Yuri K. Grishin, Nikolai S. Zefirov, Peter J. Stang, New one-pot method for the stereoselective synthesis of (E)-[β-(trifluoromethylsulfonyloxy)-alkenyl](Aryl) iodonium triflates Tetrahedron. ,vol. 53, pp. 13139- 13148 ,(1997) , 10.1016/S0040-4020(97)00836-3
Robert M. Moriarty, Raju Penmasta, Alok K. Awasthi, Indra Prakash, Mild oxidative cleavage of alkynes using [bis(trifluoroacetoxy)iodo]pentafluorobenzene Journal of Organic Chemistry. ,vol. 53, pp. 6124- 6125 ,(1988) , 10.1021/JO00261A031
Takayoshi Yamauchi, Kaneaki Hattori, Kenji Nakao, Kentaro Tamaki, One-Step Synthesis of Methyl 2-Arylpropanoates from 2-Hydroxypropiophenone Dimethylacetals using Sulfuryl Chloride and an Amide or a Weak Base Synthesis. ,vol. 1986, pp. 1044- 1045 ,(1986) , 10.1055/S-1986-31868
Paul Müller, José Godoy, Ru-Catalyzed Oxidation of Acetylenes to α-Diketones with Iodosylbenzene Helvetica Chimica Acta. ,vol. 64, pp. 2531- 2533 ,(1981) , 10.1002/HLCA.19810640807
Bruce H Lipshutz, Wayne Vaccaro, Bret Huff, Protection of imidazoles as their β-trimethylsilylethoxymethyl (SEM) derivatives Tetrahedron Letters. ,vol. 27, pp. 4095- 4098 ,(1986) , 10.1016/S0040-4039(00)84919-9