PREPARATION AND THERMAL RING-CLOSURE OF BETA-ARYL VINYL CARBODI-IMIDES - SYNTHESIS OF ISOQUINOLINE DERIVATIVES

被引：43

作者：

MOLINA, P

TARRAGA, A

LIDON, MJ

机构：

[1] Departamento de Química Orgánica, Universidad de Murcia, Campus de Espinardo

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 06期

关键词：

D O I：

10.1039/p19900001727

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of the iminophosphoranes (7)-(9), derived from α-azidocinnamates and triphenylphosphine, with aromatic isocyanates gives either 1-arylaminoisoquinoline-3-carboxylates (10)-(12) or the corresponding carbodi-imides (14)-(18) which by thermal treatment at 230°C are converted into 1-(N-aryl-N-imidazolylamino)isoquinoline-3-carboxylates (19)-(20). The iminophosphoranes (7) and (8) also react with aroyl chlorides to give the oxazolone derivatives (23)-(26).

引用

页码：1727 / 1731

页数：5

共 18 条

[11] HETEROCYCLIZATION REACTIONS OF CONJUGATED HETEROCUMULENES - SYNTHESIS OF PYRIDINE-DERIVATIVES BY A TANDEM AZA WITTIG ELECTROCYCLIZATION STRATEGY
MOLINA, P
ARQUES, A
FRESNEDA, PM
VINADER, MV
FOCESFOCES, MD
CANO, FH
[J]. CHEMISCHE BERICHTE, 1989, 122 (02) : 307 - 313
[12] MOLINA P, 1988, TETRAHEDRON LETT, P379
[13] [2,3] FUSED INDOLES - SYNTHESIS OF BETA-CARBOLINES AND AZEPINO[485-B]INDOLES FROM 3-(2-ALKYLINDOL-3-YL)-2-AZIDOACRYLATES
MOODY, CJ
WARD, JG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (12): : 2895 - 2901
[14] RAO YS, 1975, SYNTHESIS-STUTTGART, P749
[15] BEHAVIOR OF UNSATURATED KETOXIMES IN CONDITIONS OF BECKMANN REARRANGEMENT
UNTERHALT, B
REINHOLD, HJ
[J]. ARCHIV DER PHARMAZIE, 1975, 308 (01) : 41 - 45
[16] WHALEY WM, 1951, ORG REACTIONS, V6, P74
[17] ZBIRAL E, 1972, PHOSPHORUS, V2, P35
[18] ZIELINSKI W, 1980, SYNTHESIS-STUTTGART, P70

← 1 2 →