Oxidative bromination of adamantane under mild conditions

Cheprakov, Andrei V.; Makhon'kov, D. I.; Beletskaya, I. P.

doi:10.1007/bf00955868

Cited by 2 publications

(2 citation statements)

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“…508 A similar method was also reported by Cheprakov for the synthesis of the same compound. 509 Grob et al reported that a small amount of water or methanol catalyzes the reaction of bromine with adamantane and its 1-(trimethylsilyl) and 1,3bis(trimethylsilyl) derivatives to give 1-bromoadamantane and the corresponding bridgehead monobromides, respectively. 510 7-Methylenebicyclo[3.3.1]non-2-en-3-ol esters rapidly react with bromine in carbon tetrachloride to produce 3-substituted 1,4-dibromoadamantanes exclusively in the Z-configuration.…”

Section: Saldabols Et Al Carried Out Bromination Of Imidazothiazolesmentioning

confidence: 99%

“…Bromination of adamantane with bromine in carbon tetrachloride in an airtight vessel under a slightly reduced pressure (700–720 mmHg) produces 1-bromoadamantane in high yield (Scheme ). A similar method was also reported by Cheprakov for the synthesis of the same compound . Grob et al reported that a small amount of water or methanol catalyzes the reaction of bromine with adamantane and its 1-(trimethylsilyl) and 1,3-bis(trimethylsilyl) derivatives to give 1-bromoadamantane and the corresponding bridgehead monobromides, respectively .…”

Section: Bromination Reactionsmentioning

confidence: 99%

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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: Saldabols Et Al Carried Out Bromination Of Imidazothiazolesmentioning

confidence: 99%

Section: Bromination Reactionsmentioning

confidence: 99%