REACTION-PRODUCTS OF 1,3-INDANDIONE WITH HETEROAROMATIC CARBALDEHYDES- SYNTHESIS, STRUCTURE AND NMR-INVESTIGATIONS

Authors
FRANZ C HEINISCH G HOLZER W MEREITER K STROBL B ZHENG CT
Citation
C. Franz et al., REACTION-PRODUCTS OF 1,3-INDANDIONE WITH HETEROAROMATIC CARBALDEHYDES- SYNTHESIS, STRUCTURE AND NMR-INVESTIGATIONS, Heterocycles, 41(11), 1995, pp. 2527-2551
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
41
Issue
11
Year of publication
1995
Pages
2527 - 2551
Database
ISI
SICI code
0385-5414(1995)41:11<2527:RO1WHC>2.0.ZU;2-X
Abstract
The synthesis of 1:1 condensation products from 1,3-indandione and var ious heteroaromatic carbaldehydes is described. Employment of aldehyde s derived from pi-deficient N-heteroaromatics was found to lead also t o 2:1 adducts via Michael-addition of the Id-diketone to the initially formed 1:1 condensation products. H-1 and C-13 nmr spectroscopic stud ies of the products obtained and of known congeners are presented. The structure of the 2:1 adduct resulting from reaction of 1,3-indandione and 4-quinolinecarbaldehyde was determined by X ray analysis.