CYCLOADDITION REACTIONS WITH AZABENZENES .18. SYNTHESIS OF [2] PYRINDINES

被引：9

作者：

NEUNHOEFFER, H

PHILIPP, B

SCHILDHAUER, B

ECKRICH, R

KRICHBAUM, U

机构：

[1] Institut für Organische Chemie der Technischen Hochschule, D-6100 Darmstadt

来源：

HETEROCYCLES | 1993年 / 35卷 / 02期

关键词：

D O I：

10.3987/COM-92-S(T)109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 1,2,4-triazines (1) and 1-cyclopentenylpyrrolidine (2) afforded 6,7-dihydro-5H-[2]-pyrindines (3) in good yields. Oxidation of 3 to the N-oxides (4), reaction of 4 with acetic anhydride to 5-acetoxy-6,7-dihydro-5H-[2]pyrindines (5) and elimination of acetic acid afforded [2]pyrindines (7). 2-Methyl-2H-[2]pyrindines (9) were also prepared.

引用

页码：1089 / 1101

页数：13

共 6 条

[1] DIELS-ALDER REACTION OF HETEROCYCLIC AZADIENES .2. CATALYTIC DIELS-ALDER REACTION OF INSITU GENERATED ENAMINES WITH 1,2,4-TRIAZINES - GENERAL PYRIDINE ANNULATION
BOGER, DL
PANEK, JS
MEIER, MM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (05) : 895 - 897
[2] DIELS-ALDER REACTION OF HETEROCYCLIC AZADIENES .1. THERMAL CYCLOADDITION OF 1,2,4-TRIAZINE WITH ENAMINES - SIMPLE PREPARATION OF SUBSTITUTED PYRIDINES
BOGER, DL
PANEK, JS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (10) : 2179 - 2182
[3] DITTMAR W, 1969, TETRAHEDRON LETT, P5171
[4] NEUNHOEFFER H, 1985, LIEBIGS ANN CHEM, P1263
[5] Strunz G. M., 1985, ALKALOIDS, V26, P89
[6] PSEUDOAZULENES
TIMPE, HJ
ELTSOV, AV
[J]. ADVANCES IN HETEROCYCLIC CHEMISTRY, 1983, 33 : 185 - 239

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