In:
Synthesis, Georg Thieme Verlag KG, Vol. 52, No. 01 ( 2020-01), p. 75-84
Kurzfassung:
Starting from simple anilines and ester arylpropiolates, an efficient one-pot synthesis of 2-arylindole-3-carboxylate derivatives has been developed through copper-mediated sequential hydroamination and cross-dehydrogenative coupling (CDC) reaction. The initial hydroamination of anilines to ester arylpropiolates in benzene can proceed in a stereoselective manner to give ester (Z)-3-(arylamino)acrylates in the presence of CuCl2/phenanthroline, KMnO4, and KHCO3 at 120 °C. Sequentially, these in situ functionalized adducts can undergo direct intramolecular oxidative alkenylation of aromatic C–H bond in mixed solvents (benzene/DMSO 1:1) at 130 °C affording multi-substituted indoles in good to high yields.
Materialart:
Online-Ressource
ISSN:
0039-7881
,
1437-210X
DOI:
10.1055/s-0039-1690240
Sprache:
Deutsch
Verlag:
Georg Thieme Verlag KG
Publikationsdatum:
2020
ZDB Id:
204080-3
ZDB Id:
2033062-5
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