2005
DOI: 10.1055/s-2005-865305
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A Direct One-Pot Synthesis of Naphtho[2,3- b ]furan-4,9-dione Derivatives via C,O-Dialkylation of β-Dicarbonyl Compounds by 2,3-Dichloro-1,4-naphthoquinones

Abstract: Base-promoted reactions of acyclic and cyclic b-dicarbonyl compounds (3) with 2,3-dichloro-1,4-naphthoquinone (1) and 4a,6,7,8a-tetrachloro-1,4-methanonaphthalene-5,8-dione (2) resulted in C,O-dialkylation of 3 to give 2,3-disubstituted naphtho[2,3-b]furan-4,9-diones (4) and 5,8-methanonaphtho[2,3-b]furan-4,9-diones (6) respectively in moderate to high yields.

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“…In this context, extensive research has been done with several paths established. 13 However, multistep and prefunctionalization processes are necessary including the critical and indispensable oxidative coupling in the presence of exogenous oxidant with equimolar or excess waste produced. Therefore, it is appealing to construct a more straightforward, sustainable, and economical strategy to produce furoquinone derivatives.…”
Section: Introductionmentioning
confidence: 99%
“…In this context, extensive research has been done with several paths established. 13 However, multistep and prefunctionalization processes are necessary including the critical and indispensable oxidative coupling in the presence of exogenous oxidant with equimolar or excess waste produced. Therefore, it is appealing to construct a more straightforward, sustainable, and economical strategy to produce furoquinone derivatives.…”
Section: Introductionmentioning
confidence: 99%