From 1,2-Diborylalkenes to Functionalized Indenols: Tandem Suzuki Coupling–Intramolecular Cyclization
A concise and efficient domino strategy for the synthesis of symmetrically 2,3-disubstituted indenols has been developed via palladium-catalyzed Suzuki coupling of readily accessible 1,2-diborylalkenes with substituted 2-bromoaryl carbonyl compounds. The reaction proceeds efficiently, with palladium playing a dual role by mediating C-C bond formation and promoting subsequent intramolecular cyclization through nucleophilic addition of the boronic ester to the carbonyl. Furthermore, a Lewis acid-promoted regioselective approach to 2-substituted indenols and methoxyindenes from terminal 1,2-diborylalkenes via Suzuki-Miyaura coupling is disclosed under mild conditions.
Authors
- Maruti Mali
- Jagadeesh Babu Nanubolu (ORCID: https://orcid.org/0000-0002-1677-2975)
- Sharmistha Karmakar (ORCID: https://orcid.org/0009-0000-1598-2156)
- Fabienne Berrée (ORCID: https://orcid.org/0000-0003-1811-0585)
- Malavath Ratanlal (ORCID: https://orcid.org/0009-0004-2144-7044)
- Jayaram Vankudoth (ORCID: https://orcid.org/0000-0003-0419-6525)
- Subhash Ghosh
- Kummari Kunta Harshitha
- Malavath Sravani
Institutions
- Centre National de la Recherche Scientifique (FR)
- Institut des Sciences Chimiques de Rennes (FR)
- Indian Institute of Chemical Technology (IN)
- Université de Rennes (FR)
- Council of Scientific and Industrial Research (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-10-15
- DOI
- https://doi.org/10.1021/acs.joc.6c01214
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Council of Scientific and Industrial Research, India
- Université de Rennes 1