DERIVATIVES AND REACTIONS OF GLUTACONALDEHYDE .9. SUBSTITUTION-REACTIONS IN THE GLUTACONALDEHYDE ANION - ASSIGNMENT OF STRUCTURE OF A FREE GLUTACONALDEHYDE

被引：18

作者：

BECHER, J

CHRISTENSEN, MC

机构：

[1] Department of Chemistry, Odense University

来源：

TETRAHEDRON | 1979年 / 35卷 / 12期

关键词：

D O I：

10.1016/0040-4020(79)80039-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substitution in the glutaconaldehyde anion takes place at C 2 or 4, demonstrated by deuterium exchange and by preparation of the mono- and dichloro or bromo and the monoiodo glutaconaldehyde sodium salts and their respective enol esters. The stable 2-iodoglutaconaldehyde was suggested to have the all-trans structure of 2-iodo-5-hydroxy-trans-2, trans-4-pentadienal. The preparations from the monochloro and bromo glutaconaldehyde anions of 3-halogenopyridines and thiopene-2-carboxaldehyde have been reinvestigated. © 1979.

引用

页码：1523 / 1530

页数：8

共 25 条

[1] The effect of halogen on enolates of glutaconic acid dialdehyde and the synthesis of beta-halogen-pyridines. [J].

Baumgarten, P .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1925, 58 :2018-2023

[2] DERIVATIVES OF GLUTACONDIALDEHYDE .2. RING-OPENING OF 3-METHYLPYRIDINE 3-METHOXYPYRIDINE - PREPARATION OF 2-SUBSTITUTED AND 4-SUBSTITUTED GLUTACONDIALDEHYDE DERIVATIVES - STRUCTURE OF GLUTACON-DIALDEHYDE BIS-DIACETAL [J].

BECHER, J ;

HAUNSO, N ;

PEDERSEN, T .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1975, B 29 (01) :124-132

[3] DERIVATIVES AND REACTIONS OF GLUTACONDIALDEHYDE .7. REACTION OF GLUTACONDIALDEHYDE ANION WITH HETEROCUMULENES [J].

BECHER, J ;

FRANDSEN, EG ;

DREIER, C ;

HENRIKSEN, L .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1977, 31 (10) :843-847

[4] DERIVATIVES AND REACTIONS OF GLUTACONDIALDEHYDE .3. 1-ARYL-3-FORMYL-2(1H)-PYRIDINETHIONES FROM GLUTACONDIALDEHYDE ANION AND ARYL ISOTHIOCYANATES [J].

BECHER, J ;

FRANDSEN, EG .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1976, 30 (09) :863-866

[5] DERIVATIVES AND REACTIONS OF GLUTACONDIALDEHYDE .5. CRYSTAL AND MOLECULAR-STRUCTURE OF 5-HYDROXY-TRANS-2, TRANS-4-PENTADIENAL ACETATE - CHARGE-DISTRIBUTION IN GLUTACONDIALDEHYDE ANION [J].

BECHER, J ;

SVENDSEN, EN ;

SIMONSEN, O .

TETRAHEDRON, 1977, 33 (12) :1481-1482

[6]

BEILSTEIN H, 1975, ACTA CHEM SCAND B, V29, P803

[7] PRODUCTS FROM BASE-CATALYZED CHLORINATION OF PHENOL . A NEW SYNTHESIS OF (+-)-CALDARIOMYCIN [J].

BURGSTAHLER, AW ;

LEWIS, TB ;

ABDELRAH.MO .

JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (11) :3516-+

[8]

BUUHOI NP, 1958, B SOC CHIM FR, P1407

[9]

DIECKMANN W, 1904, BER DTSCH CHEM GES, V37, P4645

[10]

DIECKMANN W, 1902, BER DTSCH CHEM GES, V35, P3201

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