ArticleAngewandte Chemie (International ed. in English)2015
Divergent C-H Insertion-Cyclization Cascades of N-Allyl Ynamides.
Article in Angewandte Chemie (International ed. in English), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Mechanistic Studies on the Gold-Catalyzed Intramolecular Hydroalkylation of Ynamides to Indenes.ACS omega · 2024Article
- Structurally divergent enantioselective synthesis of benzofuran fused azocine derivatives and spiro-cyclopentanone benzofurans enabled by sequential catalysis.Chemical science · 2023Article
- Base-Promoted Intramolecular Addition of Vinyl Cyclopropanecarboxamides to Access Conformationally Restricted Aza[3.1.0]bicycles.Molecules (Basel, Switzerland) · 2023Article
- Straightforward Synthesis of Indenes by Gold-Catalyzed Intramolecular Hydroalkylation of Ynamides.ACS organic & inorganic Au · 2022Article
- Gold-Catalyzed Synthesis of Small Rings.Chemical reviews · 2021Article
- Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications.Chemical Society reviews · 2020Article
- Formal oxo- and aza-[3 + 2] reactions of α-enaminones and quinones: a double divergent process and the roles of chiral phosphoric acid and molecular sieves.Chemical science · 2020Article
- Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach.ACS catalysis · 2020Article
- Formyl-selective deuteration of aldehydes with DChemical science · 2019Article
- Catalytic Enantioselective Ynamide Additions to Isatins: Concise Access to Oxindole Alkaloids.Angewandte Chemie (International ed. in English) · 2019Article
- Practical Synthesis of C-1 Deuterated Aldehydes Enabled by NHC Catalysis.Nature catalysis · 2019Article
- A Gold Carbene Manifold to Prepare Fused γ-Lactams by Oxidative Cyclisation of Ynamides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2018Article
- Palladium/Rhodium Cooperative Catalysis for the Production of Aryl Aldehydes and Their Deuterated Analogues Using the Water-Gas Shift Reaction.Angewandte Chemie (International ed. in English) · 2018Article
- Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.Angewandte Chemie (International ed. in English) · 2016Article
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3 authors.
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Abstract
Gold carbene reactivity patterns were accessed by ynamide insertion into a C(sp(3) )H bond. A substantial increase in molecular complexity occurred through the cascade polycyclization of N-allyl ynamides to form fused nitrogen-heterocycle scaffolds. Exquisite selectivity was observed despite several competing pathways in an efficient gold-catalyzed synthesis of densely functionalized C(sp(3) )-rich polycycles and a copper-catalyzed synthesis of fused pyridine derivatives. The respective gold-keteniminium and ketenimine activation pathways have been explored through a structure-reactivity study, and isotopic labeling identified turnover-limiting CH bond-cleavage in both processes.
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