Literature DB >> 27858035

1,3-Dibromo-5,5-dimethylhydantoin (DBH) mediated one-pot syntheses of α-bromo/amino ketones from alkenes in water.

Senhan Xu1, Ping Wu, Wei Zhang.   

Abstract

α-Bromo ketones are versatile intermediates of high practical utility. Traditional approaches to these compounds are restricted to a relatively hazardous/complex reagent combination, a long reaction time, the use of non-environmentally friendly solvents, or a limited substrate scope. Herein, we describe the development of a new methodology for the preparation of α-bromo ketones from alkenes using 1,3-dibromo-5,5-dimethylhydantoin (DBH) as a bromine source and an oxidant simultaneously. This easy to carry out two-step one-pot protocol proceeds in water and provides high yield of a great variety of α-bromo ketones. Addition of an amine to the intermediate α-bromo ketone further enables the preparation of α-amino ketones in a one-pot sequence.

Entities:  

Year:  2016        PMID: 27858035     DOI: 10.1039/c6ob02200f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

Review 1.  Synthetic Access to Aromatic α-Haloketones.

Authors:  Marre Porré; Gianmarco Pisanò; Fady Nahra; Catherine S J Cazin
Journal:  Molecules       Date:  2022-06-02       Impact factor: 4.927

2.  gem-Difunctionalization of α-diazoarylketones with diaryldiselenides and N-halosuccinimides: facile synthesis of α-halo-α-arylseleno ketones.

Authors:  Jiuling Li; Dong Xing; Wenhao Hu
Journal:  Mol Divers       Date:  2020-05-14       Impact factor: 2.943

  2 in total

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