THE SYNTHESES OF 6-METHYLENE-2,4-CYCLOHEXADIEN-1-IMINE AND RELATED ORTHO-QUINONOIDS BY FVT OF 1-HETERO-1,2,3,4-TETRAHYDRONAPHTHALENES

被引：49

作者：

LETULLE, M

GUENOT, P

RIPOLL, JL

机构：

[1] ISMRA UNIV,CNRS,COMPOSES THIOORGAN LAB,F-14050 CAEN,FRANCE

[2] UNIV RENNES 1,CRMPO,F-35042 RENNES,FRANCE

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 18期

关键词：

FLASH VACUUM THERMOLYSIS; RETRO DIELS-ALDER; ORTHO-QUINONOIDS; LOW TEMPERATURE IR-UV; MS MS;

D O I：

10.1016/S0040-4039(00)78895-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Flash vacuum thermolysis (almost-equal-to 1000-degrees-C/10(-5) hPa) of 1,2,3,4-tetrahydroquinoline, chroman, and thiochroman, led upon loss of ethylene (retro-Diels-Alder reaction) to the o-quinonoids 1-3. These reactive monomers were identified by IR-UV at -196-degrees-C and/or MS/MS.

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页码：2013 / 2016

页数：4

相关论文

共 24 条

[1] FLASH VACUUM PYROLYSIS OF 1-ALLYLBENZOTRIAZOLES AND DIHYDROBENZOXAZINES - FORMATION OF QUINOLINES [J].

BARKER, SJ ;

JONES, GB ;

RANDLES, KR ;

STORR, RC .

TETRAHEDRON LETTERS, 1988, 29 (08) :953-954

[2] FLASH THERMOLYSIS - MULTIPLE SIGMATROPIC REARRANGEMENTS IN ORTHO-SUBSTITUTED AROMATIC-COMPOUNDS [J].

DECHAMPLAIN, P ;

LUCHE, JL ;

MARTY, RA ;

MAYO, PD .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (23) :3749-3757

[3]

ECK V, 1978, TETRAHEDRON LETT, V27, P2433

[4] PYROLYSIS OF 9-METHYLENESPIRO[3.5]NONA-5,7-DIENE - A ROUTE TO BENZO-2-HEXENE-1,6-DIYL, A PUTATIVE INTERMEDIATE IN THE RETRO-DIELS-ALDER REACTION OF TETRALIN [J].

GAJEWSKI, JJ ;

PAUL, GC .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15) :4575-4581

[5] ORTHO-QUINONONE METHIDE [J].

GARDNER, PD ;

SARRAFIZADEH, H ;

BRANDON, RL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (20) :5515-5515

[6]

HORTMANN AG, 1978, J ORG CHEM, V43, P3374

[7] A NEW GENERATION OF ORTHO-QUINONE METHIDES FROM ORTHO-(1-(ALKYLTHIO)ALKYL)PHENOLS UNDER MILD CONDITIONS [J].

INOUE, T ;

INOUE, S ;

SATO, K .

CHEMISTRY LETTERS, 1989, (04) :653-656

[8] CYCLOADDITION REACTIONS OF BENZOTHIET [J].

KANAKARAJAN, K ;

MEIER, H .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (06) :881-883

[9] THERMAL CYCLOADDITION REACTIONS OF THIOCARBONYL COMPOUNDS .3. A NOVEL [4+2] CYCLOADDITION REACTION OF THIOCARBONYL COMPOUNDS WITH O-QUINONE METHANIDES [J].

KATADA, T ;

EGUCHI, S ;

ESAKI, T ;

SASAKI, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (11) :2649-2653

[10]

KOLSHORN H, 1977, Z NATURFORSCH A, V32, P780