A new synthesis of substituted acridine-4-carboxylic acids 2 from methyl 2-[N-(2-earboxyphenyl)amino]benzoates (4) is reported, via NaBH4 reduction of the corresponding imidazolides (5), oxidation of the resulting alcohols 6 to aldehydes 7, and cyclisation of these with trifluoroacetic acid to the m
Improved syntheses of acridines. Part V. The dechlorination of 5-chloroacridines and a new synthesis of acridine
β Scribed by Albert, Adrien ;Willis, John Bryan
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1946
- Weight
- 365 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0368-4075
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β¦ Synopsis
Abstract
BβChloroacridine (II) was converted to acridine in 80% yiold by hydrogenation in the presence of potassium hydroxide and ranoyβnicked catalyst at atmospheric picture followed by oxidation of the resulting acridnn (III) with chromic acid. The scope of the now reaction for the preparation of substituted acridities is discussed, with examples. A critical comparison is made of the various methods available for the preparation of acridine.
π SIMILAR VOLUMES
Considerably improved total syntheses of the carbazole antibiotics carbazomycin A and B are reported using a convergent iron-mediated one-pot construction of the carbazole framework by oxidative cyclization in the air.