ChemInform Abstract: REGIOSPECIFIC ALKOXYLATION OF PHENOLIC ALDEHYDES

Puri, S. C.; Anand, S. M.; Atal, C. K.

doi:10.1002/chin.198534181

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“…233 In the regiospecific alkoxylation of phenolic aldehydes by Puri et al, vanillin was brominated with bromine in acetic acid to give 5-bromovanillin, which was subsequently methylated to give 5-bromoveratraldehyde. 234 However, Afanaséva and coworkers developed a different procedure for the synthesis of the same substrate. They achieved the synthesis of 5-bromovanillin by treating vanillin with bromine in 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide (EDC) containing 55% H 2 SO 4 followed by treatment with 30% H 2 O 2 at 45 °C to produce the desired product in 99% yield (Scheme 70).…”

Section: Bromination Reactions 31 Bromination With Molecular Brominementioning

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: Bromination Reactions 31 Bromination With Molecular Brominementioning

confidence: 99%

“…In the regiospecific alkoxylation of phenolic aldehydes by Puri et al, vanillin was brominated with bromine in acetic acid to give 5-bromovanillin, which was subsequently methylated to give 5-bromoveratraldehyde . However, Afanaśeva and co-workers developed a different procedure for the synthesis of the same substrate.…”

Section: Bromination Reactionsmentioning

confidence: 99%