☆ 4.7 Article

1,2-Dibromotetrachloroethane: An Ozone-Friendly Reagent for the in Situ Ramberg-Backlund Rearrangement and Its Use in the Formal Synthesis of E-Resveratrol

JOURNAL OF ORGANIC CHEMISTRY (2012)

期刊

JOURNAL OF ORGANIC CHEMISTRY

卷 77, 期 23, 页码 10978-10984

出版社

AMER CHEMICAL SOC

DOI: 10.1021/jo3021852

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类别

Chemistry, Organic

资金

NSERC of Canada
NSERC

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Protocol

Reagent

摘要

Dibromotetrachloroethane (C2Br2Cl4) is demonstrated as a halogenating reagent for the one-pot conversion of sulfones to alkenes by way of the Ramberg Backlund rearrangement. Dibromotetrachloroethane successfully replaces known ozone depleting agents CCl4, CBr2F2 and C2Br2F4. A formal synthesis of E-resveratrol is demonstrated using C2Br2Cl4.

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