ArticleChemical science2022
Controllable access to trifluoromethyl-containing indoles and indolines: palladium-catalyzed regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Catalytic Functionalization of Unactivated π-Bonds Enabled by Bidentate Directing Auxiliaries.Angewandte Chemie (International ed. in English) · 2026Review
- Reverse Regioselective Dicarbofunctionalization via Anti-Michael-Type Addition.Angewandte Chemie (International ed. in English) · 2025Article
- Tuning light-driven oxidation of styrene inside water-soluble nanocages.Nature communications · 2024Article
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Authors and funding
6 authors.
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Abstract
The synthesis of diverse products from the same starting materials is always attractive in organic chemistry. Here, a palladium-catalyzed substrate-controlled regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides has been developed, which provides a direct but controllable access to a variety of structurally diverse trifluoromethyl-containing indoles and indolines. In more detail, with respect to γ,δ-alkenes, 1,1-geminal difunctionalization of unactivated alkenes with trifluoroacetimidoyl chloride enables the [4 + 1] annulation to produce indoles; as for β,γ-alkenes, a [3 + 2] heteroannulation with the hydrolysis product of trifluoroacetimidoyl chloride through 1,2-vicinal difunctionalization of alkenes occurs to deliver indoline products. The structure of alkene substrates differentiates the regioselectivity of the reaction.
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Registered trials
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