BENZOTRIAZOL-1-YLALKYL ISOCYANIDES - VERSATILE SYNTHONS FOR PREPARATION OF UNSYMMETRICAL FORMAMIDINES

被引:15
作者
KATRITZKY, AR
SUTHARCHANADEVI, M
UROGDI, L
机构
[1] Department of Chemistry, University of Florida, Gainesville
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 07期
关键词
D O I
10.1039/p19900001847
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Adducts from benzotriazole, an aldehyde, and formamide are dehydrated to α-(benzotriazol-1-yl)alkyl isocyanides which readily add to secondary amines to form N-(benzotriazol-1 -ylalkyl)-N,N-dialkylformamidines. The benzotriazolyl group in the latter is displaced by Grignard reagents to yield the corresponding unsymmetrical formamidines.
引用
收藏
页码:1847 / 1851
页数:5
相关论文
共 33 条
[1]   NEW PREPARATION OF ISOCYANIDES [J].
APPEL, R ;
KLEINSTUCK, R ;
ZIEHN, KD .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1971, 10 (02) :132-+
[2]  
CSUROS Z, 1972, ACTA CHIM HUNG, V73, P239
[3]   DIALKYLFORMAMIDINES - DEPURINATION RESISTANT N-6-PROTECTING GROUP FOR DEOXYADENOSINE [J].
FROEHLER, BC ;
MATTEUCCI, MD .
NUCLEIC ACIDS RESEARCH, 1983, 11 (22) :8031-8036
[4]   FORMATION OF FORMIMIDOYL DERIVATIVES FROM AMINES AND BENZYLISOCYANIDE - A NEW POSSIBILITY OF UMPOLUNG FOR CERTAIN C-ATOMS [J].
GANGULY, SN ;
VISCONTINI, M .
HELVETICA CHIMICA ACTA, 1984, 67 (01) :166-169
[5]   PHOTOSENSITIZED OXYGENATION OF 2,3-DIHYDROPYRAZINES - UNEXPECTED SYNTHESES OF ISONITRILES [J].
GOLLNICK, K ;
KOEGLER, S .
TETRAHEDRON LETTERS, 1988, 29 (10) :1127-1130
[6]  
Granik, 1983, RUSS CHEM REV, V52, P377
[7]  
HARRIS DL, 1968, TETRAHEDRON LETT, P5225
[8]  
ITO Y, 1974, TETRAHEDRON LETT, V14, P1283
[9]   N-SULFONYLFORMAMIDINES - PREPARATION AND CHARACTERIZATION [J].
JAKOBSEN, P ;
TREPPENDAHL, S .
TETRAHEDRON, 1977, 33 (23) :3137-3140
[10]   THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES .14. NOVEL ROUTES TO SECONDARY AND TERTIARY-AMINES AND TO N,N-DISUBSTITUTED HYDROXYLAMINES [J].
KATRITZKY, AR ;
YANNAKOPOULOU, K ;
LUE, P ;
RASALA, D ;
UROGDI, L .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (02) :225-233