Synthesis of α,β-dibromo ketones by photolysis of α-bromo ketones with N-bromosuccinimide: Photoinduced β-bromination of α-bromo ketones

Tetrahedron ◽  
2019 ◽  
Vol 75 (47) ◽  
pp. 130684 ◽  
Author(s):  
Da Yoon Moon ◽  
Sejin An ◽  
Bong Ser Park
Keyword(s):  
Dibromo Ketones

scholarly journals Synthesis of dibromo ketones by the reaction of the environmentally benign H2O2-HBr system with oximes

2012 ◽  
Vol 10 (2) ◽  
pp. 360-367 ◽  
Author(s):  
Alexander Terent’ev ◽  
Igor Krylov ◽  
Vera Vil’ ◽  
Zhanna Pastukhova ◽  
Sergey Fastov ◽  
...  
Keyword(s):  
Carbonyl Group ◽  
Environmentally Friendly ◽  
Environmentally Benign ◽  
Dibromo Ketones

AbstractIt was found that oximes undergo deoximation in the presence of the H2O2aq-HBraq system to form ketones and bromo ketones. This reaction provided the basis for the synthesis of dibromo ketones in yields varying from 40% to 94%. This method is environmentally friendly, sustainable, and easy to perform. The results of this investigation extend the potential of the use of oximes for the protection of carbonyl group, thus offering the ability to perform not only conventional deoximation but also the subsequent bromination of ketones. The reaction is easily scaled up and dibromo ketones can be prepared in gram amounts.

scholarly journals A H2O2/HBr system – several directions but one choice: oxidation–bromination of secondary alcohols into mono- or dibromo ketones

RSC Advances ◽  
2018 ◽  
Vol 8 (50) ◽  
pp. 28632-28636 ◽  
Author(s):  
Gennady I. Nikishin ◽  
Nadezhda I. Kapustina ◽  
Liubov L. Sokova ◽  
Oleg V. Bityukov ◽  
Alexander O. Terent'ev
Keyword(s):  
Green Chemistry ◽  
Secondary Alcohols ◽  
Dibromo Ketones

Convenience of application, multifaceted reactivity, and compliance with green chemistry principles: H2O2–HBr(aq) system for preparation of bromo ketones with yields up to 91%.

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