38072-83-2Relevant academic research and scientific papers
Chemistry of indoles carrying basic functions. I. Transformation of hydroxyindolones into indoles
Moldvai, Istvan,Gacs-Baitz, Eszter,Szantay, Csaba
, p. 437 - 440 (2007/10/02)
3-Hydroxy-3--1H-indol-2-ones (1, 12) have been reduced with NaBH4/MeOH/t-BuOH.After acidic treatment, 2- and 3-substituted indoles (2, 11 and 13, 14, respectively) were obtained.The intermediates 3 and 4 of the rearrangenment were isolated and the effect of the pyridylmethyl groups on the rearrangenment has also been established.
DECOMPOSITION ACIDO-CATALYSEE D'AZIDES TERTIAIRES BENZOCYCLOBUTENIQUES. NOUVELLE METHODE DE SYNTHESE DU NOYAU INDOLIQUE PAR EXTENSION DU CYCLE
Adam, G.,Andrieux, J.,Plat, M
, p. 399 - 408 (2007/10/02)
Treatment of benzocyclobutenols substituted on the functional carbon by the HN3/BF3-Et2O reagent allows the synthesis to the corresponding tertiary azides.The latter by acid-catalysed breakdown, lead to 2-substituted indoles.A similar result is obtained by treating directly the alcohols with hydrazoic acid and concentrated sulfuric acid.This new route to indole nucleus is also extended to the synthesis of policyclic indoles.
SYNTHESIS OF NATURAL PRODUCTS VIA TERTIARY AZIDES. II. 2-ALKYL AND 2-ARYL INDOLES.
Adam, Gerard,Andrieux, Jean,Plat, Michel
, p. 3181 - 3184 (2007/10/02)
A new route to indoles: the acid-catalysed breakdown of 1-azido 1,2-dihydrobenzocyclobutenes.
