The reactions of isatin. benzotriazole. and succinimide with formaldehyde and methylamine yield monoamines RCH2N(Me)CH2R and methylenediamines RCH2N(Me)CH2N(Me)CH2R. The use of ethylenediamine as the amino component affords N,N'-disubstituted imidazolidines, while the reactions with 3-aminopropan-1-ol give N-substituted tetrahydro-1,3-oxazines. RCH2NBu21 was obtained from succinimide. formaldehyde, and diisobutylamine. Nitrosative cleavage of the amines obtained was studied: it was shown that monoamines and methylenediamines give N-nitrosoamines RCH2N(NO)Me, which were structurally characterized by X-ray diffraction analysis, RCH2NBu21 affords diisobutylnitrosamine. while imidazolidines transform into dinitroso compounds RCH2N(NO)CH2CH2N(NO)CH2R.
The reactions of isatin. benzotriazole. and succinimide with formaldehyde and methylamine yield monoamines RCH2N(Me)CH2R and methylenediamines RCH2N(Me)CH2N(Me)CH2R. The use of ethylenediamine as the amino component affords N,N'-disubstituted imidazolidines, while the reactions with 3-aminopropan-1-ol give N-substituted tetrahydro-1,3-oxazines. RCH2NBu21 was obtained from succinimide. formaldehyde, and diisobutylamine. Nitrosative cleavage of the amines obtained was studied: it was shown that monoamines and methylenediamines give N-nitrosoamines RCH2N(NO)Me, which were structurally characterized by X-ray diffraction analysis, RCH2NBu21 affords diisobutylnitrosamine. while imidazolidines transform into dinitroso compounds RCH2N(NO)CH2CH2N(NO)CH2R.
TRIMETHYLSILYL TRIFLATE-CATALYZED REACTION OF BIS(METHYLTHIOMETHYL)AMINES WITH DIKETENE SILYL ACETALS. NOVEL CYCLIZATION LEADING TO FIVE- TO SEVEN-MEMBERED ALICYCLIC AMINES
Bis(methylthiomethyl)amines have been shown to react with diketene silyl acetals in the presence of trimethylsilyl triflate catalyst to give five- to seven-membered alicyclic amines.
作者:A. G. Korepin、P. V. Galkin、N. M. Glushakova、V. P. Lodygina、I. L. Eremenko、S. E. Nefedov、L. T. Eremenko
DOI:10.1023/a:1013094720611
日期:——
The reactions of isatin. benzotriazole. and succinimide with formaldehyde and methylamine yield monoamines RCH2N(Me)CH2R and methylenediamines RCH2N(Me)CH2N(Me)CH2R. The use of ethylenediamine as the amino component affords N,N'-disubstituted imidazolidines, while the reactions with 3-aminopropan-1-ol give N-substituted tetrahydro-1,3-oxazines. RCH2NBu21 was obtained from succinimide. formaldehyde, and diisobutylamine. Nitrosative cleavage of the amines obtained was studied: it was shown that monoamines and methylenediamines give N-nitrosoamines RCH2N(NO)Me, which were structurally characterized by X-ray diffraction analysis, RCH2NBu21 affords diisobutylnitrosamine. while imidazolidines transform into dinitroso compounds RCH2N(NO)CH2CH2N(NO)CH2R.