1967
DOI: 10.1016/0584-8539(67)80325-8
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Tautomérisation du méthyl-2-indolénine N-oxyde en solution

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1971
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Cited by 17 publications
(9 citation statements)
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“…The bromination of aminonaphthalenes shows that the steric argument may be too simplistic. While 2-aminonaphthalene (entry 8) gave a 91% yield of 1-bromo-2-aminonaphthalene, 17 1-aminonaphthalene (entry 7) gave only a 40% yield of 4-bromo-1-aminonaphthalene. 18 Although the "para" position is blocked in entry 8, there are two ortho positions, with bromination at C 1 favored.…”
mentioning
confidence: 99%
“…The bromination of aminonaphthalenes shows that the steric argument may be too simplistic. While 2-aminonaphthalene (entry 8) gave a 91% yield of 1-bromo-2-aminonaphthalene, 17 1-aminonaphthalene (entry 7) gave only a 40% yield of 4-bromo-1-aminonaphthalene. 18 Although the "para" position is blocked in entry 8, there are two ortho positions, with bromination at C 1 favored.…”
mentioning
confidence: 99%
“…The product was obtained as yellow solid: 91%, 1.88 g; mp: 72.5 °C (lit. mp 71–73 °C); 1 H NMR (500 MHz, CDCl 3 , ppm) δ 8.12 (d, 3 J HH = 15.8 Hz, 1H), 8.04 (d, 3 J HH = 8.0 Hz, 1H), 7.68–7.65 (m, 1H), 7.64 (d, 3 J HH = 8.0 Hz, 1H), 7.57–7.53 (m, 1H), 6.37 (d, 3 J HH = 15.8 Hz, 1H), 6.84 (s, 3H); 13 C NMR (125 MHz, CDCl 3 , ppm) δ 165.17, 147.31, 139.12, 132.49, 129.54, 129.29, 128.10, 123.89, 121.86, 50.99; IR: 2956, 1718, 1520, 1345, 1332, 1292, 1208, 1196, 1180, 975, 756; ESI-MS m / z (Intensity): 208 [MH + ] (19), 176 (100).…”
Section: Methodsmentioning
confidence: 99%
“…In particular, N -hydroxyindole derivatives have received much interest recently because of their unique structural motif and various biological activities, such as antibiotic, antiproliferative, and platelet aggregation inhibitory activities (Figure ). Despite their pharmacological significance, only a few methods for the synthesis of these N -hydroxyindole derivatives have been reported . Therefore, it is desired to develop highly efficient methods to directly access various N -hydroxyindole derivatives.…”
Section: Introductionmentioning
confidence: 99%