Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 11-12, Pages 2229-2240Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200164
Keywords
benzoxazoles; C-heteroatom bond formation; copper; ligand-free conditions; tandem reactions
Categories
Funding
- National Science Council of the Republic of China [NSC 99-2119M-003-003-MY2]
- National Taiwan Normal University [99T3030-2, 99-D, 100-D-06]
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The reaction of 2-(2-halophenyl)halobenzamides with a series of nitrogen nucleophiles resulted in the formation of benzoxazole derivatives. This procedure involves copper-catalyzed one-pot tandem C-N/C-O coupling reactions. No ligand was used in the reaction, even in the cases of primary or secondary amides, which were used as N-nucleophiles. However, l-proline was used as ligand in the case of N-aromatic heterocycles like indole, imidazole and pyrazole derivatives.
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