Correction published on 28 December 2009,
see
Molecules 2010, 15(1), 93.
Molecules 2009, 14(8), 2976-2984; https://doi.org/10.3390/molecules14082976
Azolyacetones as Precursors to Indoles and Naphthofurans Facilitated by Microwave Irradiation with Simultaneous Cooling
Department of Chemistry, Faculty of Science; University of Kuwait, Safat, 13060, P.O. Box 12613, Kuwait
*
Author to whom correspondence should be addressed.
Received: 8 July 2009 / Revised: 30 July 2009 / Accepted: 5 August 2009 / Published: 11 August 2009
Abstract
Phthalimide reacted with phenacyl bromide under microwave irradiation to yield phenacyl isoindolidene-1,3-dione (3b), while 3a reacted with phenylhydrazine to yield the phenylhydrazone 4 that was readily converted into indoylphthalimide 8. Similarly N-benzotriazolylacetone (6a) reacted with phenyl hydrazine to yield the phenylhydrazone 7a that was converted into indoylbenzotriazole 9. Treatment of 8 with hydrazine hydrate afforded a mixture of phthalhydrazide 10 and 3-amino-2-methylindole (11). Reacting enaminone 13 with naphthoquinone (14) afforded the aryl naphthofuran 17. The possibility of the formation of the aldehyde 18 was excluded based on HMQC, which revealed that the carbonyl carbon is not linked to any hydrogen. View Full-TextKeywords:
microwave irradiation; aminoindole; naphthofuran; azolylacetone
▼
Figures
Graphical abstract
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
Supplementary material
- Correction
A correction was published on 28 December 2009: https://www.mdpi.com/1420-3049/15/1/93 (PDF, 19 KB)
Share & Cite This Article
MDPI and ACS Style
Al-Mousawi, S.M.; El-Apasery, M.A. Azolyacetones as Precursors to Indoles and Naphthofurans Facilitated by Microwave Irradiation with Simultaneous Cooling. Molecules 2009, 14, 2976-2984.
Related Articles
Article Metrics
Comments
[Return to top]
Molecules
EISSN 1420-3049
Published by MDPI AG, Basel, Switzerland
RSS
E-Mail Table of Contents Alert