Reaction of 2-chloro-5-methylbenzoquinone with ?-aminocrotonic ester derivatives

Nenitzescu Synthesis of 5‐Hydroxyindoles with Zinc, Iron and Magnesium Salts in Cyclopentyl Methyl Ether

“…The effect of substituents at N1 and C3 was not obvious but it can be thought that they imposed steric hindrance, as already noted by some authors. [41] The yields were probably affected by the solubility of the catalyst in CPME and the ability to coordinate to the substrates and intermediates. Interestingly compound 4 ad was obtained with a considerably higher yield (50 %) compared to literature (15 %).…”

The first example of the synthesis of 1-aminoindole derivatives by the Nenitzescu reaction

“…20 The 1 H and 13 C chemical shifts of the signal for the benzylidene pro ton also differ largely: δ 9.14 and 166.6 for compound 6 and δ 7.88, 8.06 and 79.1, 83.1 for compound 7, respec tively. 20 The 1 H and 13 C chemical shifts of the signal for the benzylidene pro ton also differ largely: δ 9.14 and 166.6 for compound 6 and δ 7.88, 8.06 and 79.1, 83.1 for compound 7, respec tively.…”