Journal
HETEROCYCLES
Volume 83, Issue 6, Pages 1363-1370Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-11-12165
Keywords
[4+2] Cycloaddtion; Pyridazine; Ring Expansion; Nucleophilic Substitution
Categories
Funding
- Russian Foundation for basic Research [N11-03-00545a]
- RAS [09-1-3-2004]
- Presidium of RAS [09-P-3-2001]
- Russian Federation [NSh-65261.2010.3]
- [02 74011 0620]
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It has been found that 3,6-bis(3,5-dimethyl-4-R-pyrazol-1-yl)-1,2,4,5-tetrazines react with indole and 1,3,3-trimethyl-2-methyleneindoline to give pyridazines as [4+2]cycloaddition products. 1,3,3-Trimethyl-2-methyleneindoline has been shown to act as C-nucleophile in the substitution of pyrazolyl group as well as in the reactions of tetrazine ring expansion in [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine derivatives.
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