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(4,4-Difluoro-4-bora-3a,4a,-diaza-s-indacen-3-yl)acetaldehyde: Synthesis and chemical properties

✍ Scribed by Mykola P. Shandura; Viktor P. Yakubovskyi; Yuriy P. Kovtun

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
105 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image A reaction of 3,5‐dimethylborondipyrromethene 3 with the DMF dimethylacetal gives rise to monoenamine 4. The latter is converted to the corresponding aldehyde 5. A considerable contribution of the enolic form of the aldehyde allows preparing numerous 3‐vinyl substituted borondipyrromethenes and some heterocyclic derivatives. A reaction of the aldehyde 5 with tertiary aliphatic amines and the consecutive Hofmann‐type decomposition of the intermediary quaternary salt give rise to the corresponding dialkylaminovinyl derivatives. J. Heterocyclic Chem., (2009).

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