Journal article
EDC-mediated condensations of 1-chloro-5-hydrazino-9,10-anthracenedione, 1-hydrazino-9,10-anthracenedione, and the corresponding anthrapyrazoles
Tetrahedron letters, Vol.45(25), pp.4977-4980
2004
DOI: 10.1016/j.tetlet.2004.04.041
Abstract
Graphic The EDC-mediated condensation of 1-chloro-5-hydrazino-9,10-anthracenedione afforded an N-1 acyl anthrapyrazole instead of the expected hydrazide. The regiochemistry of the N-acyl substituent was assigned on the basis of an extensive set of NMR experiments, and identification of this isomer suggests a reaction sequence based on initial acylation and subsequent cyclization. In contrast, the parallel reaction of 1-hydrazino-9,10-anthracenedione proceeded to afford the expected hydrazide.
Details
- Title: Subtitle
- EDC-mediated condensations of 1-chloro-5-hydrazino-9,10-anthracenedione, 1-hydrazino-9,10-anthracenedione, and the corresponding anthrapyrazoles
- Creators
- MeeKyoung KimDavid F Wiemer
- Resource Type
- Journal article
- Publication Details
- Tetrahedron letters, Vol.45(25), pp.4977-4980
- Publisher
- Elsevier Ltd
- DOI
- 10.1016/j.tetlet.2004.04.041
- ISSN
- 0040-4039
- eISSN
- 1873-3581
- Language
- English
- Date published
- 2004
- Academic Unit
- Chemistry; Neuroscience and Pharmacology
- Record Identifier
- 9983985972802771
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