Synthesis of N-functionalized carbodiimides, hydantoins, 1,3-diazetidines, and imidazolidine derivatives from N-vinylic phosphazenes derived from β-amino acids

被引：11

作者：

Palacios, F

Legido, M

de Heredia, IP

Ezpeleta, M

Rubiales, G

机构：

[1] Univ Basque Country, Fac Farm, Dept Quim Organ, Vitoria 01080, Spain

[2] Univ Basque Country, Fac Farm, Dept Fis Aplicada, Vitoria 01080, Spain

来源：

HETEROCYCLES | 2001年 / 55卷 / 09期

关键词：

heterocumulene; Aza-Wittig reaction; unsymmetrical urea; heterocycle;

D O I：

10.3987/COM-01-9264

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of N-vinylic carbodiimides through Aza-Wittig reaction of N-vinylic phosphazenes with isocyanates is reported. These heterocumulenes are used for the preparation of unsymmetrical ureas and nitrogen heterocycles such as hydantoins, 1,3-diazetidines, imidazolidinones, and bis-imidazolidinone azines.

引用

收藏

页码：1641 / +

页数：12

相关论文

共 37 条

[1] Preparation and intramolecular cyclization of bis(carbodiimides).: Synthesis and X-ray structure of 1,3-diazetidine-2,4-diimine derivatives [J].

Alajarín, M ;

Molina, P ;

Sánchez-Andrada, P ;

Foces-Foces, MC .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) :1121-1130

[2] TOTAL SYNTHESES OF HYMENIALDISINE AND DEBROMOHYMENIALDISINE - STEREOSPECIFIC CONSTRUCTION OF THE 2-AMINO-4-OXO-2-IMIDAZOLIN-5(Z)-DISUBSTITUTED YLIDENE RING-SYSTEM [J].

ANNOURA, H ;

TATSUOKA, T .

TETRAHEDRON LETTERS, 1995, 36 (03) :413-416

[3]

Badger AM, 1999, J PHARMACOL EXP THER, V290, P587

[4] Oligomeric bis(1,3-indandiylidene)azines: Preparation, electrochemical and spectroscopic properties, and implications for the use of polyazines as conducting materials [J].

Bethell, D ;

Kang, DH ;

Zerbi, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (06) :1081-1086

[5]

Bodar-Houillon F, 1999, EUR J ORG CHEM, V1999, P1427, DOI 10.1002/(SICI)1099-0690(199906)1999:6<1427::AID-EJOC1427>3.0.CO

[6]

2-P

[7] Structural and theoretical analysis of some mesogenic azines containing strong electron donor-acceptor groups [J].

Centore, R ;

Garzillo, C .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (01) :79-84

[8] Solid-supported heterocumulenes: Preparation and crystal structure of azaaplysinopsins [J].

Chezal, JM ;

Delmas, G ;

Mavel, S ;

Elakmaoui, H ;

Metin, J ;

Diez, A ;

Blache, Y ;

Gueiffier, A ;

Rubiralta, M ;

Teulade, JC ;

Chavignon, O .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (12) :4085-4087

[9] MOLECULAR-STRUCTURE IN THE SOLID-STATE (X-RAY CRYSTALLOGRAPHY) AND IN SOLUTION (H-1 AND C-13 NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY) OF 1,3-DIAZETIDINES AND PENTASUBSTITUTED BIGUANIDES - X-RAY MOLECULAR-STRUCTURE OF 2,4-BIS-(6-METHYL-3-METHYLTHIO-5-OXO-4,5-DIHYDRO-1,2,4-TRIAZIN-4-YL)-5,5-PENTAMETHYLENE-1,3-DIPHENYLBIGUANIDE AND 1,3-BIS-(P-CHLOROPHENYL)-5-DIMETHYLAMINO-2,4-BIS-(6-METHYL-3-METHYLTHIO-5-OXO-4,5-DIHYDRO-1,2,4-TRIAZIN-4-YL)BIGUANIDE [J].

CLARAMUNT, RM ;

FOCESFOCES, MD ;

CANO, FH ;

FRUCHIER, A ;

MOLINA, P ;

ALAJARIN, M ;

LEONARDO, CL ;

ELGUERO, J .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1990, (11) :1859-1869

[10] SYNTHESIS OF 2-DIMETHYLAMINOIMIDAZOLE DERIVATIVES - A NEW ACCESS TO INDOLYL-IMIDAZOLE ALKALOIDS OF MARINE ORIGIN [J].

DALKAFOUKI, A ;

ARDISSON, J ;

KUNESCH, N ;

LACOMBE, L ;

POISSON, JE .

TETRAHEDRON LETTERS, 1991, 32 (39) :5325-5328

← 1 2 3 4 →