74097-29-3Relevant academic research and scientific papers
A synthesizing methyl emulsion method of alkali
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, (2016/10/10)
The invention provides a synthetic method for methyl caulophine. The method comprises the following steps: with isovanillin and p-hydroxyanisole as raw materials, successively subjecting isovanillin to bromination and methylation so as to obtain 2-bromo-3
A biomimetic approach to dihydrobenzofuran synthesis
Benbow,Katoch-Rouse
, p. 4965 - 4972 (2007/10/03)
A method for an acid-catalyzed construction of dihydrobenzofuran heterocycles (14) from 2-(2′-hydroxyethyl)quinone precursors 10 is presented. The putative oxonium ion intermediate 17 formed by an intramolecular hydroxyl cyclization followed by dehydration is reduced in situ by an added dihydroquinone source. Good to excellent yields of cyclized products are realized in all cases except for highly electron deficient systems, and these suffer reduction prior to oxonium ion formation. All products are monomeric and derived from a two-electron transfer except for 10g, which affords the dimeric dihydrobenzofuran. The amount of cyclization or reduction product is governed by the HOMO/LUMO gap between the quinone substrate and the dihydroquinone additive, and the product distribution can be adjusted by modifying the electronic properties of the added reducing agent.
Chemistry of Quinone Derivatives. Quinone Monoketals via Hydrolysis of Electrochemically Derived Quinone Bisketals
Henton, Daniel R.,Anderson, Keith,Manning, Michael J.,Swenton, John S.
, p. 3422 - 3433 (2007/10/02)
The monohydrolysis of nine naphthoquinone bisketals and nine benzoquinone bisketals has been studied.In the acetamido, bromo, methyl, methoxy, and thiomethyl monosubstituted compounds, hydrolysis occurs at the ketal more distant from the substituent.The regiochemistry is nearly exclusive in the naphthoquinone series and is highly selective in the benzoquinone series.For disubstituted benzoquinone and naphthoquinone bisketals, the monohydrolysis is often regiospecific but substituent dependent.The origin of the regioselectivity in the reactions is briefly discussed.
