ACID-PROMOTED BEHAVIOR OF 1A,7B-DIHYDRO-1H-CYCLOPROPA[C]CINNOLINES

被引：4

作者：

GARANTI, L

ZECCHI, G

机构：

[1] Istituto di Chimica Industriale dell'Universitá, Centro del C.N.R. per la Sintesi e Stereochimica di Speciali Sistemi Organici

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 05期

关键词：

D O I：

10.1039/p19790001195

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Compounds (1a-c) undergo in boiling acetic acid a fast reaction to afford 1,4-dihydrocinnolines or 4,5-dihydro-1H-1,2-benzodiazepines, which arise from a skeleton rearrangement involving cleavage of the cyclopropane ring. Fragmentation products are also obtained in the case of (1c).

引用

页码：1195 / 1198

页数：4

共 14 条

[1] Selenium dioxide, a new oxidising agent. Part V. Some further oxidations.
Astin, S
Moulds, LD
Riley, HL
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1935, : 901 - 904
[2] BATTISTE MA, 1967, TETRAHEDRON LETT, P1227
[3] CINNOLINES .4. SYNTHESIS OF 3-ACETYL-CARBETHOXYCINNOLINES AND 3-CARBETHOXYCINNOLINES
BAUMGARTEN, HE
ANDERSON, CH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (08) : 1981 - 1984
[4] STUDIES ON ACID-CATALYZED SIGMA-BOND CLEAVAGE OF AROMATIC CONJUGATED CYCLOPROPYL KETONES - NEW SYNTHETIC ROUTE TO SOME HYDROAROMATIC SPIRO COMPOUNDS
DASGUPTA, SK
SARMA, AS
[J]. TETRAHEDRON, 1973, 29 (02) : 309 - 313
[5] FUHLHUBER HD, 1977, TETRAHEDRON LETT, P4393
[6] THERMAL REARRANGEMENT AND FRAGMENTATION OF 1A,7B-DIHYDRO-1H-CYCLOPROPA[C]CINNOLINES
GARANTI, L
ZECCHI, G
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1978, 15 (03) : 509 - 510
[7] CYCLIZATION OF NITRILE IMIDES WITH ALKENYL SUBSTITUENTS - ROUTES TO 1,2-BENZODIAZEPINES AND CYCLOPROPA[C]CINNOLINES
GARANTI, L
ZECCHI, G
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (19): : 2092 - 2095
[8] CHEMISTRY OF BENT BONDS .181 REACTIONS OF TRANS-FUSED CYCLOPROPANES - ACID-CATALYZED RING CLEAVAGE OF TRANS-BICYCLO[5.1.O]OCT-3-ENE
GASSMAN, PG
WILLIAMS, FJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (11) : 2704 - &
[9] JACKMAN LM, 1969, APPLICATIONS NUCLEAR, P291
[10] ACID-PROMOTED OPENING OF 3-MEMBERED RING IN ENDO-6-METHYLBICYCLO 3.1.0!HEXANE
LALONDE, RT
DEBBOLI, AD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (08) : 2657 - &

← 1 2 →