ArticleAngewandte Chemie (International ed. in English)2021
Regio- and Stereoselective 1,2-Carboboration of Ynamides with Aryldichloroboranes.
Article in Angewandte Chemie (International ed. in English), 2021. 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.
- Diversity-oriented synthesis of stereodefined tetrasubstituted alkenes via a modular alkyne gem-addition strategy.Nature communications · 2025Article
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- The Versatile and StrategicChemical reviews · 2024Review
- Borylative transition metal-free couplings of vinyl iodides with various nucleophiles, alkenes or alkynes.Chemical science · 2024Article
- Photoredox-catalyzed stereo- and regioselective vicinal fluorosulfonyl-borylation of unsaturated hydrocarbons.Chemical science · 2023Article
- Iterative Dual-Metal and Energy Transfer Catalysis Enables Stereodivergence in Alkyne Difunctionalization: Carboboration as Case Study.ACS catalysis · 2023Article
- Decarboxylation of β-boryl NHPI esters enables radical 1,2-boron shift for the assembly of versatile organoborons.Nature communications · 2023Article
- Uncatalyzed Carbometallation Involving Group 13 Elements: Carboboration and Carboalumination of Alkenes and Alkynes.Synthesis · 2023Article
- Facile preparation of organosilanes from benzylboronates andChemical science · 2023Article
- Atom-economic and stereoselective catalytic synthesis of fully substituted enol esters/carbonates of amides in acyclic systems enabled by boron Lewis acid catalysis.Chemical science · 2023Article
- Recent Advances in the Synthesis of Borinic Acid Derivatives.Molecules (Basel, Switzerland) · 2023Review
- Silylium-Catalyzed Regio- and Stereoselective Carbosilylation of Ynamides with Allylic Trimethylsilanes.Organic letters · 2023Article
- 1,2-Carboboration of Arylallenes by In Situ Generated Alkenylboranes for the Synthesis of 1,4-Dienes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Regio- and Stereoselective 1,2-Carboboration of Ynamides with Aryldichloroboranes.Angewandte Chemie (International ed. in English) · 2021Article
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6 authors.
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Abstract
Catalyst-free 1,2-carboboration of ynamides is presented. Readily available aryldichloroboranes react with alkyl- or aryl-substituted ynamides in high yields with complete regio- and stereoselectivity to valuable β-boryl-β-alkyl/aryl α-aryl substituted enamides which belong to the class of trisubstituted alkenylboronates. The 1,2-carboboration reaction is experimentally easy to conduct, shows high functional group tolerance and broad substrate scope. Gram-scale reactions and diverse synthetic transformations convincingly demonstrate the synthetic potential of this method. The reaction can also be used to access 1-boraphenalenes, a class of boron-doped polycyclic aromatic hydrocarbons.
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