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Synthesis of Indole-, Benzo[ b]thiophene-, and Benzo[ b]selenophene-Based Analogues of the Resveratrol Dimers Viniferifuran and (±)-Dehydroampelopsin B.
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- Krzyzanowski, Adrian (author)
- Umeå universitet,Kemiska institutionen
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- Saleeb, Michael (author)
- Umeå universitet,Kemiska institutionen
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- Elofsson, Mikael (author)
- Umeå universitet,Kemiska institutionen
- (creator_code:org_t)
- 2018-10-15
- 2018
- English.
- In: Organic Letters. - : American Chemical Society (ACS). - 1523-7060 .- 1523-7052. ; 20:21, s. 6650-6654
- Journal article (peer-reviewed)
Abstract
Subject headings
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- A convenient synthetic strategy to obtain viniferifuran and (±)-dehydroampelopsin B analogues based on the heterocyclic cores of indole, benzo[ b]thiophene, and benzo[ b]selenophene is presented. The key transformations utilized in the described syntheses include Sonogashira couplings, Cacchi and alkyne electrophilic cyclizations, Horner-Wadsworth-Emmons (HWE) reaction, chemoselective Suzuki-Miyaura couplings, and acid-promoted intramolecular cyclization to form the seven-membered ring of (±)-dehydroampelopsin B.
Subject headings
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
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- ref (subject category)
- art (subject category)
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