ArticleACS organic & inorganic Au2022
Phase-Transfer-Catalyzed Alkylation of Hydantoins.
Article in ACS organic & inorganic Au, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Iodine/TBAB-promoted oxidative cyclization: an efficient approach to thiadiazoles.RSC advances · 2026Article
- Synthesis of 4,6-Difluoro-Tryptophan as a Probe for ProteinAdvanced synthesis & catalysis · 2024Article
- Chiral, air stable, and reliable Pd(0) precatalysts applicable to asymmetric allylic alkylation chemistry.Nature communications · 2023Article
- Article
- Rigidified Bis(sulfonyl)ethylenes as Effective Michael Acceptors for Asymmetric Catalysis: Application to the Enantioselective Synthesis of Quaternary Hydantoins.The Journal of organic chemistry · 2023Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A highly efficient, cost-effective, and environmentally friendly protocol is reported for the C5-selective alkylation of hydantoins under phase-transfer catalysis. The reactions are scalable and only require a catalytic amount of tetrabutylammonium bromide (TBAB) to achieve high yields under mild reaction conditions. Moreover, the method is applicable to a wide range of electrophiles, including alkyl-, allyl-, propargyl-, and benzyl halides, as well as acrylates and dibromoalkanes, but also to virtually any hydantoin precursor. We also highlight the potential for an enantioselective adaptation using a chiral phase-transfer catalyst.
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Registered trials
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