ArticleACS catalysis2019
Dative Directing Group Effects in Ti-Catalyzed [2+2+1] Pyrrole Synthesis: Chemo- and Regioselective Alkyne Heterocoupling.
Article in ACS catalysis, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Flash Communication: Ti-Catalyzed "Interrupted" Cascading Hydroamination of 1,6- and 1,7-En-ynes.Organometallics · 2024Article
- Ti-Catalyzed Multicomponent Synthesis of Pyrroles Using Allene Coupling Partners.Organometallics · 2023Article
- Zirconium-Based Catalysts in Organic Synthesis.Topics in current chemistry (Cham) · 2022Review
- α-Diimine synthesisChemical science · 2022Article
- N═N Bond Cleavage by Tantalum Hydride Complexes: Mechanistic Insights and Reactivity.Inorganic chemistry · 2022Article
- Ti-Catalyzed and -Mediated Oxidative Amination Reactions.Accounts of chemical research · 2021Article
- Multicomponent syntheses of 5- and 6-membered aromatic heterocycles using group 4-8 transition metal catalysts.Chemical science · 2021Review
- Direct synthesis of pentasubstituted pyrroles and hexasubstituted pyrrolines from propargyl sulfonylamides and allenamides.Chemical science · 2021Article
- Radical-based functionalization-oriented construction: rapid assembly of azaarene-substituted highly functionalized pyrroles.Chemical science · 2021Article
- A Mononuclear and High-Spin Tetrahedral TiInorganic chemistry · 2020Article
- Synthesis of pentasubstituted 2-aryl pyrroles from boryl and stannyl alkynesChemical science · 2020Article
- Ti-catalyzed ring-opening oxidative amination of methylenecyclopropanes with diazenes.Chemical science · 2020Article
- Synthesis of 1,2,4-azadiphosphole derivatives based on vanadium-catalyzed [2+2+1] cycloaddition reactions of azobenzenes with phosphaalkynes.RSC advances · 2020Article
- Reactivity of terminal imido complexes of group 4-6 metals: stoichiometric and catalytic reactions involving cycloaddition with unsaturated organic molecules.Coordination chemistry reviews · 2020Article
- Multicomponent Pyrazole Synthesis from Alkynes, Nitriles, and Titanium Imido Complexes via Oxidatively Induced N-N Bond Coupling.Journal of the American Chemical Society · 2020Article
- Carbodiimide Synthesis via Ti-Catalyzed Nitrene Transfer from Diazenes to Isocyanides.ACS catalysis · 2019Article
- Synthesis of Pyridylimido Complexes of Tantalum and Niobium by Reductive Cleavage of the N═N Bond of 2,2'-Azopyridine: Precursors for Early-Late Heterobimetallic Complexes.Inorganic chemistry · 2019Article
- Group 4 Diarylmetallocenes as Bespoke Aryne Precursors for Titanium-Catalyzed [2 + 2 + 2] Cycloaddition of Arynes and Alkynes.Inorganic chemistry · 2019Article
- Bis(imido)vanadium(V)-Catalyzed [2+2+1] Coupling of Alkynes and Azobenzenes Giving Multisubstituted Pyrroles.Journal of the American Chemical Society · 2019Article
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Abstract
Transient dative substrate-Ti interactions have been found to play a key role in controlling the regioselectivity of alkyne insertion and [2+2] cycloaddition in Ti-catalyzed [2+2+1] pyrrole synthesis and Ti-catalyzed alkyne hydroamination. TMS-protected alkynes with pendent Lewis basic groups can invert the regioselectivity of TMS-protected alkyne insertion, leading to the selective formation of highly substituted 3-TMS pyrroles. The competency of various potential directing groups was investigated, and it was found that the directing-group effect can be tuned by modifying the catalyst Lewis acidity, the directing-group basicity, or the directing-group tether length. Dative directing-group effects are unexplored with Ti catalysts, and this study demonstrates the potential power of dative substrate-Ti interactions in tuning selectivity.
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