N,N‐Dibromobenzenesulfonamide as a Reagent for Oxidative Cleavage of Oximes to Their Parent Carbonyl Compounds under Non‐Aqueous and Aprotic Conditions.

Tajbakhsh, Mahmood; Khazaei, Ardeshir; Shabani‐Mahalli, Majid; Ghorbani‐Vaghei, Ramin

doi:10.1002/chin.200434060

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“…2068 Deprotection of different oximes to their parent aldehydes and ketones in high yields has been carried out by using N,N-dibromobenzenesulfonamide. 2069 The cleavage experiments were carried out in nonaqueous and aprotic conditions at room temperature to regenerate the parent carbonyl compounds in high yield. The same group also developed similar methods of oxidative cleavage of oximes using N-bromobis(p-tolylsulfonyl)amine 2070 and N,N′-dibromo-N,N′-1,3-propylenebis(4-methylbenzenesulfonamide).…”

Section: Protection and Deprotection Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

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Section: Protection and Deprotection Reactionsmentioning

confidence: 99%