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Synthesis of Elabor...
Synthesis of Elaborate Benzofuran-2-Carboxamide Derivatives through a Combination of 8-Aminoquinoline Directed C–H Arylation and Transamidation Chemistry
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- Oschmann, Michael, 1985- (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Johansson Holm, Linus (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Pourghasemi-Lati, Monireh (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Verho, Oscar (författare)
- Stockholms universitet,Institutionen för organisk kemi
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(creator_code:org_t)
- 2020-01-15
- 2020
- Engelska.
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Ingår i: Molecules. - : MDPI AG. - 1431-5157 .- 1420-3049. ; 25:2
- Relaterad länk:
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https://doi.org/10.3...
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https://www.mdpi.com...
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https://urn.kb.se/re...
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https://doi.org/10.3...
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Abstract
Ämnesord
Stäng
- Herein, we present a short and highly modular synthetic route that involves 8-aminoquinoline directed C–H arylation and transamidation chemistry, and which enables access to a wide range of elaborate benzofuran-2-carboxamides. For the directed C–H arylation reactions, Pd catalysis was used to install a wide range of aryl and heteroaryl substituents at the C3 position of the benzofuran scaffold in high efficiency. Directing group cleavage and further diversification of the C3-arylated benzofuran products were then achieved in a single synthetic operation through the utilization of a one-pot, two-step transamidation procedure, which proceeded via the intermediate N-acyl-Boc-carbamates. Given the high efficiency and modularity of this synthetic strategy, it constitutes a very attractive method for generating structurally diverse collections of benzofuran derivatives for small molecule screening campaigns.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Nyckelord
- palladium
- C–H functionalization
- 8-aminoquinoline
- benzofuran
- transamidation
- organisk kemi
- Organic Chemistry
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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