- Preparation of a New Friedl?nder Synthon, 2,3-Diaminobenzene-1,4-dicarbaldehyde, and Its Application towards Synthesis of 1,10-Phenanthrolines and Related Cyclophane
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A new Friedl?nder synthon, 2,3-diaminobenzene-1,4-dicarbaldehyde, was prepared from p-xylene in 4 steps, of which the Friedl?nder reaction with acetaldehyde and acetone in a Schulenk bottle afforded 1,10-phenathroline and neocuprine in 44% and 82% yield, respectively. The scope of the Friedl?nder reactions of 2,3-diaminobenzene-1,4-dicarbaldehyde, including the synthesis of hexaazacyclic cyclophane with 1,10-phenanthroline and pyridine units, was described.
- Lu, Yang,Jahng, Yurngdong
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- Expeditious Synthesis of Dihydrobenzo--, , and -dipyrroles
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A simple, high-yield, two-step synthesis of the title compounds (1)-(3) is described, based on the catalytic reduction of the bis-enamines (4)-(6), in turn obtained by condensation of dimethylformamide diethyl acetal with the appropriate dinitro-xylene.
- Berlin, A.,Bradamante, S.,Ferraccioli, R.,Pagani, G. A.,Sannicolo, F.
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p. 1176 - 1177
(2007/10/02)
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