Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes.
Sangwon SeoMing GaoEva PaffenholzMichael C WillisPublished in: ACS catalysis (2021)
We demonstrate that aryltriazenes can promote three distinctive types of C-H functionalization reactions, allowing the preparation of complex benzene molecules with diverse substitution patterns. 2-Triazenylbenzaldehydes are shown to be efficient substrates for Rh(I)-catalyzed intermolecular alkyne hydroacylation reactions. The resulting triazene-substituted ketone products can then undergo either a Rh(III)-catalyzed C-H activation, or an electrophilic aromatic substitution reaction, achieving multifunctionalization of the benzene core. Subsequent triazene derivatization provides traceless products.
Keyphrases
- room temperature
- ms ms
- molecular docking
- high performance liquid chromatography
- liquid chromatography tandem mass spectrometry
- gas chromatography mass spectrometry
- tandem mass spectrometry
- molecularly imprinted
- simultaneous determination
- solid phase extraction
- gas chromatography
- high resolution
- ionic liquid
- energy transfer
- ultra high performance liquid chromatography