Reactions of N-nitramines and their trimethylsilyl derivatives with N,N-bis(trimethylsilyloxy)enamines

被引：6

作者：

Ioffe, SL ^{[1
]}

Makarenkova, LM ^{[1
]}

Strelenko, YA ^{[1
]}

Bliznets, IV ^{[1
]}

Tartakovsky, VA ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 117913, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 1998年 / 47卷 / 10期

基金：

俄罗斯基础研究基金会;

关键词：

nitramines; silylation; N; C-cross-coupling; N-bis(trimethylsilyloxy)enamines;

D O I：

10.1007/BF02494513

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Trimethylsilyl derivatives of methyl- and ethylnitramine react as N-centered nucleophiles with 2-N,N-bis(trimethylsilyloxy)aminopropene to give trimethylsilyl derivatives of hitherto unknown alpha-(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-cross-coupling and a product of O,C-cross-coupling, viz., N'-methyl-N-[(2-trimethylsilyloxyimino)propoxy]diazene N-oxide.

引用

页码：1989 / 1991

页数：3

共 50 条

[31] CHEMICALLY LABILE STANNYLENE-NITROGEN BONDS - THE CHEMOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF N,N-BIS(TRIMETHYLSILYL)ENAMINES AND N,N-DIALKYLENAMINES
BURNELLCURTY, C
ROSKAMP, EJ
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (19): : 5063 - 5064
[32] PECULIARITIES OF N-NITRAMINES CARCINOGENIC ACTION
PLISS, GB
ZABEZHINSKI, MA
PETROV, AS
KHUDOLEY, VV
ARCHIV FUR GESCHWULSTFORSCHUNG, 1982, 52 (08): : 629 - 634
[33] A NEW, CONVENIENT SYNTHESIS OF N,N-BIS[TRIMETHYLSILYL]ARENESULFONAMIDES
ROMANENKO, VD
TOVSTENKO, VI
PIDVARKO, TV
MARKOVSKI, LN
SYNTHESIS-STUTTGART, 1981, (04): : 293 - 295
[34] N,N-BIS(PHENYLTHIOMETHYL) AND N,N-BIS(DIPHENYL ARSINOMETHYL) AMINO-ACID DERIVATIVES
KELLNER, K
HANKE, W
TZSCHACH, A
ZEITSCHRIFT FUR CHEMIE, 1981, 21 (11): : 403 - 404
[35] CYANOSULFINES - AN UNEXPECTED REACTION OF N,N-BIS(TRIMETHYLSILYL)YNAMINES
SCHMID, T
HANACK, M
MAICHLE, C
STRAHLE, J
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (02): : 258 - 259
[36] N,N-BIS(HALOMETHYLDIMETHYLSILYL)ACETAMIDES AND THEIR REACTIONS
KOWALSKI, J
LASOCKI, Z
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 116 (01) : 75 - 82
[37] ON CHALCOGENOLATES .195. ATTEMPTS TO PREPARE DERIVATIVES OF N,N-BIS(TRIMETHYLSILYL)DITHIOCARBAMIC ACID
SCHUBERT, G
GATTOW, G
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1989, 579 (12): : 129 - 133
[38] Synthesis of 1-halo-N,N-bis(silyloxy)enamines
Kunetsky, Roman A.
Dilman, Alexander D.
Struchkova, Marina I.
Belyakov, Pavel A.
Korlyukov, Alexander A.
Ioffe, Sema L.
Tartakovsky, Vladimir A.
MENDELEEV COMMUNICATIONS, 2007, 17 (02) : 108 - 109
[39] O-halogenosilyl-N,N-bis(trimethylsilyl)hydroxylamines - Synthesis, crystal structure, and reactions
Wolfgramm, R
Klingebiel, U
Noltemeyer, M
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1998, 624 (05): : 865 - 871
[40] Synthesis of N,N-bis(silyloxy)enamines with a functionalized double bond
Dilman, AD
Tishkov, AA
Lyapkalo, IM
Ioffe, SL
Kachala, VV
Strelenko, YA
Tartakovsky, VA
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (17): : 2926 - 2929

← 1 2 3 4 5 →