PYROLYTIC FRAGMENTATION AND REARRANGEMENT OF 1-METHOXYCYCLOPROPYLAMINES

被引:3
作者
DEKIMPE, N
DEBUCK, K
BOOTEN, K
机构
[1] Laboratory of Organic Chemistry, Faculty of Agricultural Sciences, State University of Gent, B-9000 Gent
关键词
D O I
10.1016/S0040-4039(00)74140-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Alkyl 2,2-dialkyl-1-methoxycyclopropylamines undergo a pyrolytic fragmentation into alkylisocyanides, methanol, 1,1-dialkylethylenes and novel alpha,beta-unsaturated ketimines. Synthetic methods were developed for the generation of the latter 1-aza-1,3-dienes.
引用
收藏
页码:393 / 396
页数:4
相关论文
共 16 条
[1]   ON THE BIOSYNTHESIS OF ETHYLENE [J].
ADLINGTON, RM ;
APLIN, RT ;
BALDWIN, JE ;
RAWLINGS, BJ ;
OSBORNE, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (18) :1086-1087
[2]   ON THE BIOSYNTHESIS OF ETHYLENE - FURTHER EVIDENCE FOR STEPWISE ENZYMATIC CYCLOPROPANE RING CLEAVAGE [J].
BALDWIN, JE ;
ADLINGTON, RM ;
LAJOIE, GA ;
LOWE, C ;
BAIRD, PD ;
PROUT, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (12) :775-777
[3]   THE CHEMISTRY OF ALPHA-HALOGENATED IMINES .31. 1,3-DEHYDROHALOGENATION OF ALPHA-HALOKETIMINES AS A SYNTHETIC TOOL FOR THE GENERATION OF GEMINALLY FUNCTIONALIZED CYCLOPROPANES [J].
DEKIMPE, N ;
VERHE, R ;
DEBUYCK, L ;
SULMON, P ;
SCHAMP, N .
TETRAHEDRON LETTERS, 1983, 24 (28) :2885-2888
[4]   SYNTHESIS OF 2,2-DIALKYL-1-AMINOCYCLOPROPANECARBOXYLIC ACIDS FROM ALPHA-CHLORO KETIMINES [J].
DEKIMPE, N ;
SULMON, P ;
BRUNET, P .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (22) :5777-5784
[5]   NEW SYNTHESIS OF N-ALKYL 2,2-DIALKYLCYCLOPROPYLAMINES VIA ALPHA-CHLORO IMINES [J].
DEKIMPE, N ;
BRUNET, P ;
VERHE, R ;
SCHAMP, N .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (12) :825-827
[6]  
DEKIMPE N, 1990, TETRAHEDRON, V19, P6753
[7]  
DEKIMPE N, 1988, SYNTHESIS-STUTTGART, P8
[8]  
KIECZYKOWSKI GR, 1976, TETRAHEDRON LETT, P597
[9]  
KINDERMANN MK, 1991, CHEM BER, V123, P1161