NDLI: Tandem transformations of 10-substituted tetrahydrobenzo[b][1,6]naphthyridines resulted from the Michael addition of the nitrogen atom of the tetrahydropyridine fragment to the triple bond of activated alkynes

Content Provider	SpringerLink
Author	Voskressensky, L. G. Borisova, T. N. Vorob’ev, I. V. Postika, N. M. Sorokina, E. A. Varlamov, A. V.
Copyright Year	2008
Abstract	A reaction of 10-R-substituted tetrahydrobenzo[b][1,6]naphthyridines (R = CN, CONH$_{2}$, Me) with dimethyl acetylenedicarboxylate, methyl and ethyl propiolates, and acetylacetylene has been studied. It was found that 1-acryloyl-10-cyanotetrahydrobenzo[b][1,6]naphthyridines are the major products of the reaction of alkyl propiolates with 10-cyano-substituted naphthyridines, whereas the reaction with 10-carbamoyl-substituted naphthyridines gives a mixture of 1-acryloyl-substituted naphthyridines and hexahydrobenzo[b]pyrido[3,4,5-d,e][1,6]naphthyridines. The latter are the only products in the reaction of 10-carbamoyl-substituted naphthyridines with acetylacetylene.
Starting Page	1547
Ending Page	1558
Page Count	12
File Format	PDF
ISSN	10665285
Journal	Russian Chemical Bulletin
Volume Number	57
Issue Number	7
e-ISSN	15739171
Language	English
Publisher	Springer US
Publisher Date	2009-05-27
Publisher Place	Boston
Access Restriction	Subscribed
Subject Keyword	alkynes the Michael reaction benzo[b][1,6]naphthyridines benzo[b]pyrido-[3,4,5-d,e][1,6]naphthyridines Inorganic Chemistry Organic Chemistry Chemistry/Food Science
Content Type	Text
Resource Type	Article
Subject	Chemistry

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Tandem transformations of 10-substituted tetrahydrobenzo[b][1,6]naphthyridines resulted from the Michael addition of the nitrogen atom of the tetrahydropyridine fragment to the triple bond of activated alkynes