Abstract
(Chemical Equation Presented). 2-Arylindoles are attractive scaffolds because they are found in many pharmacologically active molecules. In this study, we describe the facile synthesis of diverse 2-(2-hydroxyphenyl)-1H-indoles from anilines and 5′-bromo-2′-hydroxyacetophenone in two steps using palladium-catalyzed indole cyclization as a key reaction. The indole cyclization was primarily controlled by the substituent properties of anilines. Suzuki-coupling reactions of 2-(5′-bromo-2′-hydroxyphenyl)-1H-indoles with arylboronic acids provided the corresponding 2-(4-hydroxybiphenyl-3-yl)-1H-indoles in moderate yield.
Original language | English (US) |
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Pages (from-to) | 1704-1709 |
Number of pages | 6 |
Journal | Synthetic Communications |
Volume | 45 |
Issue number | 14 |
DOIs | |
State | Published - May 27 2015 |
Externally published | Yes |
Keywords
- 2-(4-hydroxybiphenyl-3-yl)-1H-indoles
- 2-Arylindoles
- indole cyclization
ASJC Scopus subject areas
- Organic Chemistry