Research Article
Synthesis of 1,2-Dihydro-Substituted Aniline Analogues Involving N-Phenyl-3-aza-Cope Rearrangement Using a Metal-Free Catalytic Approach
Table 2
Scope of the annulation reaction of N-propargyl vinyl anilines.
| Entry | Propargyl acetate | Aniline | Michael acceptorsa | Propargyl vinyl amine | 1,2-Dihydropyridine | Yield (%)b |
| 1 | | Aniline | a | | | 95 | 2 | p-Anisidine | a | | | 88 | 3 | ā | 4-Bromo aniline | a | | | 76 | 4 | | p-Anisidine | b | | | 48 | 5 | | p-Anisidine | b | | | 56 | 6 | | Aniline | a | | | 81 | 7 | | p-Anisidine | b | | | 85 | 8 | | Aniline | b | | | 70 | 9 | | p-Anisidine | b | | | 84 | 10 | | Aniline | b | | | 92 | 11 | | Aniline | c | | | 68 | 12 | | Aniline | c | | | 61 |
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a, ; b, ; c, ; isolated yields by column chromatography.
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