Abstract
A mixture of 1,6-methano[10]annulene-3,4-dicarboximide (1e) and 1,6-methano[10]annulene-3,4-dicarboxylic anhydride (3) was obtained through a two-step sequence involving cyanation and subsequent hydrolysis from ethyl 4-bromo-1,6-methano[10]annulene-3-carboxylate (5). Alkylations of 1e provided 1f and 1g, and the nucleophilic substitution of p-fluoronitrobenzene with 1e yielded 1i. Copper-catalyzed arylations of 1e with arylhalides gave 1a and 1h. Reactions of 3 with anilines afforded 1a and 1h. Emission properties of the imides obtained are also reported.
Original language | English |
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Pages (from-to) | 789-796 |
Number of pages | 8 |
Journal | Heterocycles |
Volume | 83 |
Issue number | 4 |
DOIs | |
State | Published - 2011/03/28 |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry