Abstract
A variety of quinoline-4-amines were synthesized from substituted 3-(2-nitrophenyl)isoxazoles utilizing Zn<sup>0</sup> or Fe<sup>0</sup> dust and HOAc using a reductive heterocyclization process. The starting isoxazoles were synthesized from readily available starting materials. A brief survey of functional groups tolerated in this reductive heterocyclization was performed and several 10-amino-3,4-dihydrobenzo[b][1,6]naphthyridin-1(2H)-one and 9-amino-3,4-dihydroacridin-1(2H)-one examples were synthesized.
Original language | English (US) |
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Pages (from-to) | 7651-7657 |
Number of pages | 7 |
Journal | European Journal of Organic Chemistry |
Volume | 2014 |
Issue number | 34 |
DOIs | |
State | Published - Dec 1 2014 |
Keywords
- Cycloaddition
- Diversity-oriented synthesis
- Fused-ring systems
- Nitrogen heterocycles
- Oxygen heterocycles
- Reduction
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry