Chemistry of N,N-bis(silyloxy)enamines 7. Quaternization of tertiary amines and nitrogen-containing heterocycles by N,N-bis(silyloxy)enamines
作者:A. V. Lesiv、S. L. Ioffe、Yu. A. Strelenko、V. M. Danilenko
DOI:10.1007/s11172-005-0106-x
日期:2004.10
Coupling of N,N-bis(silyloxy)enamines with tertiary amines and nitrogen-containing heterocycles affording the corresponding functionalized ammonium or iminium salts was studied. The area of its application was determined, and optimal procedures for the synthesis of the target products were proposed. The mechanism including the formation of conjugated nitroso alkene or a silylnitrosonium cation as key
Reactions ofN-nitramines and their trimethylsilyl derivatives withN,N-bis(trimethylsilyloxy)enamines
作者:S. L. Ioffe、L. M. Makarenkova、Yu. A. Strelenko、I. V. Bliznets、V. A. Tartakovsky
DOI:10.1007/bf02494513
日期:1998.10
Trimethylsilyl derivatives of methyl- and ethylnitramine react asN-centered nucleophiles with 2-N,N-bis(trimethylsilyloxy)aminopropene to give trimethylsilyl derivatives of hitherto unknown α-(N-nitro)alkylamino-substituted acetone oximes. As an ambident nucleophile, nonsubstituted methylnitramine reacts with the same enamine to give both a product of N,C-corss-coupling and a product of O,C-cross-coupling
甲基和乙基硝胺的三甲基甲硅烷基衍生物作为 N 中心亲核试剂与 2-N,N-双(三甲基甲硅烷氧基)氨基丙烯反应,得到迄今为止未知的 α-(N-硝基)烷基氨基取代丙酮肟的三甲基甲硅烷基衍生物。作为双亲核试剂,未取代的甲基硝胺与相同的烯胺反应生成 N,C-交叉偶联产物和 O,C-交叉偶联产物,即 N'-甲基-N-[(2 -三甲基甲硅烷氧基亚氨基)丙氧基]二氮烯N-氧化物。
FEGER, H.;SIMCHEN, G., LIEBIGS ANN. CHEM., 1986, N 3, 428-437