Alkylations Using Hexacarbonyl(Propargylium)Dicobalt Salts: 2‐(1‐Methyl‐2‐Propynyl)Cyclohexanone

作者: Valsamma Varghese , Manasi Saha , Kenneth M. Nicholas

DOI: 10.1002/0471264180.OS067.18

关键词:

摘要: Alkylations using hexacarbonyl(propargylium)dicobalt salts: 2-(1-methyl-2-propynyl)cyclohexanone solvent: 300 mL of dry dimethylformamide intermediate: 1-trimethylsiloxycyclohexene reactant: hexacarbonyl(1-methyl-2-propynylium)dicobalt tetrafluoroborate product: 2-(1-methyl-2-propynyl)cyclohexanone Keywords: alkylation, C-alkylation; cyclization, condensation; metalation reactions, cobalt; silylation; chlorotrimethylsilane; dichloromethane (methylene chloride); N,N-dimethylformamide; tetrafluoroboric acid-acetic acid mixture, preparation; triethylamine; air sensitive solutions, handling; metal carbonyls, toxicity

参考文章(14)
Herbert O. House, Leonard J. Czuba, Martin Gall, Hugh D. Olmstead, Chemistry of carbanions. XVIII. Preparation of trimethylsilyl enol ethers Journal of Organic Chemistry. ,vol. 34, pp. 2324- 2336 ,(1969) , 10.1021/JO01260A018
L. Crombie, K. Mackenzie, 896. The reaction between 3-chloro-3-methylbutyne and methyl sodioacetoacetate Journal of The Chemical Society (resumed). pp. 4417- 4435 ,(1958) , 10.1039/JR9580004417
Karl Ernst Schulte, Johannes Reisch, Dieter Bergenthal, Thiophene und Selenophene aus α-Propinyl-carbonyl-Verbindungen Chemische Berichte. ,vol. 101, pp. 1540- 1552 ,(1968) , 10.1002/CBER.19681010504
Sreenivasan Padmanabhan, Kenneth M. Nicholas, An Efficient Synthesis of Dihydrojasmone Utilizing a Cationic [(Propargyl)dicobalt Hexacarbonyl] Complex Synthetic Communications. ,vol. 10, pp. 503- 507 ,(1980) , 10.1080/00397918008069325
Sreenivasan Padmanabhan, Kenneth M. Nicholas, Reactions of (propargyl)dicobalt hexacarbonyl cations with methylmetals Journal of Organometallic Chemistry. ,vol. 212, pp. 115- 124 ,(1981) , 10.1016/S0022-328X(00)85531-X
Drury Caine, F. Norman Tuller, Alternative synthesis of trans-8,10-dimethyl-1(9)-octal-2-one Journal of Organic Chemistry. ,vol. 34, pp. 222- 224 ,(1969) , 10.1021/JO00838A049
Günter Opitz, Enamine, VII. Verlauf der Allyl- und Propargyl-Allenyl-Umlagerungen bei der Alkylierung von Enaminen Justus Liebigs Annalen der Chemie. ,vol. 650, pp. 122- 132 ,(1961) , 10.1002/JLAC.19616500111