Synthesis of macrocycles incorporating azo-bis(azofurazan) framework
β Scribed by A. B. Sheremetev; E. A. Ivanova; D. E. Dmitriev; V. O. Kulagina; Boris B. Averkiev; Mikhail Yu. Antipin
- Book ID
- 102343970
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2005
- Tongue
- English
- Weight
- 174 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0022-152X
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β¦ Synopsis
Abstract
A series of macrocycles containing four furazan rings bonded by three azo bonds 2, 5 and 7 have been synthesized from the common precursor, 3βaminoβ3β²βnitro(azofurazan) 3. The macrocycles closure is a result of Nο£ΎN bond formation at oxidative cyclization of corresponding bis(3βaminofurazanβ4βyl) precursors. XβRay crystal structures of macrocycles 2, 2β’AcOH, 11 and 13 are reported.
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Reaction of 1,4-di-(3-aminofurazan-4-oyl)piperazine 4 with dibromoisocyanurate (DBI) affords azofurazan-annulated macrocyclic lactam 7; the X-ray structure of the macrocycle 7 is reported. The synthesis was started with 3-aminofurazan-4-carboxylic acid 1. A one-pot method for preparation of the amin
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