THE INVERSE ELECTRON DEMAND DIELS-ALDER REACTION OF 3-(METHYLSULFONYL)-1,2,4-TRIAZINE AND ENAMINES - ISOLATION OF CRYSTALLINE INTERMEDIATES AND AN IMPROVED SYNTHESIS OF 1-(METHYLSULFONYL)TETRAHYDROISOQUINOLINES

被引：26

作者：

CHENARD, BL ^{[1
]}

RONAU, RT ^{[1
]}

SCHULTE, GK ^{[1
]}

机构：

[1] YALE UNIV,CTR CHEM INSTRUMENTAT,NEW HAVEN,CT 06511

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1988年 / 53卷 / 21期

关键词：

D O I：

10.1021/jo00256a058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：5175 / 5177

页数：3

共 12 条

[1]

ALDER RW, 1971, MECHANISM ORGANIC CH, P220

[2] DIELS-ALDER REACTION OF HETEROCYCLIC AZADIENES .2. CATALYTIC DIELS-ALDER REACTION OF INSITU GENERATED ENAMINES WITH 1,2,4-TRIAZINES - GENERAL PYRIDINE ANNULATION [J].

BOGER, DL ;

PANEK, JS ;

MEIER, MM .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (05) :895-897

[3] DIELS-ALDER REACTION OF HETEROCYCLIC AZADIENES .1. THERMAL CYCLOADDITION OF 1,2,4-TRIAZINE WITH ENAMINES - SIMPLE PREPARATION OF SUBSTITUTED PYRIDINES [J].

BOGER, DL ;

PANEK, JS .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (10) :2179-2182

[4] DIELS-ALDER REACTIONS OF AZADIENES [J].

BOGER, DL .

TETRAHEDRON, 1983, 39 (18) :2869-2939

[5] PYROLYTIC CIS ELIMINATIONS [J].

DEPUY, CH ;

KING, RW .

CHEMICAL REVIEWS, 1960, 60 (05) :431-457

[6]

DITTMAR W, 1969, TETRAHEDRON LETT, P5171

[7]

GRIBBLE GW, 1988, TETRAHEDRON, V11, P3195

[8]

MACOR JE, 1986, THESIS PRINCETON U

[9] INTRAMOLECULAR DIELS-ALDER REACTIONS OF 1,2,4-TRIAZINES - A FACILE SYNTHESIS OF THIENO[2,3-B]PYRIDINES AND 3,4-DIHYDRO-2H-THIOPYRANO[2,3-B]PYRIDINES [J].

TAYLOR, EC ;

MACOR, JE .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (19) :4280-4287

[10] HETERODIENOPHILIC INTRAMOLECULAR DIELS-ALDER REACTIONS OF 1,2,4-TRIAZINES - SYNTHESIS OF NOVEL POLYCYCLIC CONDENSED PYRAZINES AND LUMAZINES [J].

TAYLOR, EC ;

PONT, JL ;

WARNER, JC .

TETRAHEDRON, 1987, 43 (21) :5159-5168

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