1,2-Functionalization of .alpha.,.beta.-epoxycycloalkanones

Kang, Jahyo; Kim, Do-Hyung; Rim, J. G.; Yoon, Yu Bong; Kim, Kyung-Jin

doi:10.1021/jo00308a007

Cited by 7 publications

(1 citation statement)

References 2 publications

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“…α,β-Epoxycycloalkanones were treated with 2.1 equiv of 2-lithio-2-(trimethylsilyl)-1,3-dithiane to give high yields of trans-2-dithianyl-3-dithianylidene-1-cycloalkanols, which were oxidatively hydrolyzed with an excess of bromine in alcohols to the corresponding acetal esters (Scheme 528). 1446 2-(Arylamino)-5-heteroaryl-6H-1,3,4-thiadiazines were prepared by Veerabhadraiah et al, where in the first step, oxidation of 3-acetylcoumarin arylthiosemicarbazones was carried out with bromine. 1447 Oxidation of hydrazino-1,3,5-triazine with Br 2 afforded bromohydroxytriazine and bromotriazine derivatives as products.…”

Section: Use Of Molecular Bromine As An Oxidantmentioning

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: Use Of Molecular Bromine As An Oxidantmentioning

confidence: 99%