THE FORMATION OF 3-METHYL-1A,7B-DIHYDRO-1H-CYCLOPROP[C]ISOQUINOLINE FROM TRANS-N-[2-(2-ACETYLPHENYL)CYCLOPROPYL]-2-(TRIMETHYLSILYL)ETHYLCARBAMATE

被引：3

作者：

APPELBERG, U ^{[1
]}

VALLGARDA, J ^{[1
]}

HACKSELL, U ^{[1
]}

机构：

[1] UNIV UPPSALA,CTR BIOMED,DEPT ORGAN PHARMACEUT CHEM,S-75123 UPPSALA,SWEDEN

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(00)76924-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Methyl-1a,7b-dihydro-1H-cycloprop[c]isoquinoline is formed from trans-2-(2-acetylphenyl)cyclopropylamine generated in situ. The mechanism for this reaction appears to involve the formation, of a cis-arylcyclopropylamine via a homoconjugated intermediate.

引用

页码：3417 / 3420

页数：4

共 21 条

[1] N,N-DIALKYLATED MONOPHENOLIC TRANS-2-PHENYLCYCLOPROPYLAMINES - NOVEL CENTRAL 5-HYDROXYTRYPTAMINE RECEPTOR AGONISTS
ARVIDSSON, LE
JOHANSSON, AM
HACKSELL, U
NILSSON, JLG
SVENSSON, K
HJORTH, S
MAGNUSSON, T
CARLSSON, A
LINDBERG, P
ANDERSSON, B
SANCHEZ, D
WIKSTROM, H
SUNDELL, S
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (01) : 92 - 99
[2] BERNABE M, 1979, EUR J MED CHEM, V14, P33
[3] CAPSON TL, 1984, TETRAHEDRON LETT, V33, P3515
[4] HANSEN HJ, 1971, MECH MOL, V3, P177
[5] THERMAL BEHAVIOR OF 1,2-DIPROPENYLBENZENES
HEIMGARTNER, H
SCHMID, H
HANSEN, HJ
[J]. HELVETICA CHIMICA ACTA, 1972, 55 (05) : 1385 - +
[6] HEIMGARTNER H, 1970, HELV CHIM ACTA, V53, P173
[7] VINYL AZIDES IN HETEROCYCLIC SYNTHESIS .3. ISOLATION OF AZIRINE TRIMERS (1,3,8-TRIAZATRICYCLO[4.3.0.03,5]NON-7-ENES) AND INTRAMOLECULAR INTERCEPTION OF NITRILE YLIDES BY NEIGHBORING PI-BONDS OR NUCLEOPHILES
HICKEY, DMB
MOODY, CJ
REES, CW
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (06): : 1119 - 1122
[8] TRANSITION STRUCTURES OF HYDROCARBON PERICYCLIC-REACTIONS
HOUK, KN
LI, Y
EVANSECK, JD
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (06) : 682 - 708
[9] THERMAL REARRANGEMENT OF 2(BUTA-1',3'-DIENYL)PHENOLS INTO 2-ALKYL-2H-CHROMENES - EXAMPLES FOR AROMATIC (1,7A) AND (1,5S) SIGMATORPIC HYDROGEN SHIFTS
HUG, R
SCHMID, H
HANSEN, HJ
[J]. HELVETICA CHIMICA ACTA, 1972, 55 (05) : 1828 - &
[10] METHANO-BRIDGED 14-PI-ELECTRON AROMATIC ANNULENES .2. 5-METHOXY-7,12-METHANO-6-AZABENZ[10]ANNULENE AND THE BENZENESULFONATE ESTER OF 5-HYDROXY-7,12-METHANO-6-AZABENZ[10]ANNULENE
HUNADI, RJ
HELMKAMP, GK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (14) : 2880 - 2884

← 1 2 3 →