SYNTHETIC APPLICATIONS OF BIS(IMINOPHOSPHORANES) - ONE-POT PREPARATION OF RIGID BICYCLIC GUANIDINES

被引:48
作者
MOLINA, P
ALAJARIN, M
VIDAL, A
机构
[1] Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, E-30071, Murcia, Campus de Espinardo
关键词
D O I
10.1021/jo00059a015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthesis of [6 + 6], [6 + 7], and [6 + 8] bicyclic guanidines based on a new method of dihydropyrimido annelation, which involves reaction of bis(iminophosphoranes) with aryl isocyanates or isothiocyanates is described. The method is also applicable for the preparation of chiral bicyclic guanidines.
引用
收藏
页码:1687 / 1695
页数:9
相关论文
共 33 条
[1]  
ADGER BM, 1975, J CHEM SOC PERK T 1, P31, DOI 10.1039/p19750000031
[2]   1H-INDAZOLE AND 2H-INDAZOLE BY THERMAL AND PHOTOLYTIC DECOMPOSITION OF ORTHO-AZIDOBENZOIC ACID AND ORTHO-AZIDOBENZALDEHYDE DERIVATIVES [J].
ARDAKANI, MA ;
SMALLEY, RK ;
SMITH, RH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (10) :2501-2506
[3]   THE SYNTHESIS AND PROPERTIES OF A SERIES OF STRONG BUT HINDERED ORGANIC-BASES [J].
BARTON, DHR ;
ELLIOTT, JD ;
GERO, SD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (21) :1136-1137
[4]   SYNTHESIS AND PROPERTIES OF A SERIES OF STERICALLY HINDERED GUANIDINE BASES [J].
BARTON, DHR ;
ELLIOTT, JD ;
GERO, SD .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (09) :2085-2090
[5]  
BODEKER J, 1979, Z CHEM, V19, P59
[6]   ENANTIOSPECIFIC SYNTHESIS OF A RIGID, C-2 SYMMETRIC, CHIRAL GUANIDINE BY A NEW AND DIRECT METHOD [J].
COREY, EJ ;
OHTANI, M .
TETRAHEDRON LETTERS, 1989, 30 (39) :5227-5230
[7]   SYNTHESIS AND COMPLEXING PROPERTIES OF MACROCYCLES INCORPORATING 2,2'-BIINDAZOLYL BINDING SUBUNITS [J].
CUEVAS, JC ;
DEMENDOZA, J ;
PRADOS, P .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (09) :2055-2066
[8]   ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].
DALE, JA ;
DULL, DL ;
MOSHER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&
[9]   ANION RECEPTOR MOLECULES - SYNTHESIS AND SOME ANION BINDING PROPERTIES OF MACROCYCLIC GUANIDINIUM SALTS [J].
DIETRICH, B ;
FYLES, TM ;
LEHN, JM ;
PEASE, LG ;
FYLES, DL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (21) :934-936
[10]   ANION COORDINATION CHEMISTRY - POLYGUANIDINIUM SALTS AS ANION COMPLEXONES [J].
DIETRICH, B ;
FYLES, DL ;
FYLES, TM ;
LEHN, JM .
HELVETICA CHIMICA ACTA, 1979, 62 (08) :2763-2787