An efficient three-component reaction involving [3 + 1 + 1] furannulation leading to furanonaphthoquinones in water |
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Authors: | Mohammad Bagher Teimouri Reihaneh Bazhrang |
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Institution: | (1) Petrochemical Department, Iran Polymer and Petrochemical Institute, Tehran, Iran;(2) Central Laboratory, Iran Polymer and Petrochemical Institute, Tehran, Iran |
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Abstract: | An efficient and clean green synthesis of highly substituted linear naphtho2,3-b]-furan-4,9-dione derivatives, starting from 2-hydroxy-1,4-naphthoquinone, alkyl isocyanides and a variety of aldehydes, is
described. This new method provides the first example of an efficient regioselective synthetic method for the synthesis of
linear naphtho2,3-b]-furan-4,9-dione ring systems by formation of three bonds. This 3 + 1 + 1] furannulation strategy affords furanonaphthoquinones
in moderate to high yields, using water as a cheap, non-toxic, environmentally friendly solvent, in a one-step reaction, without
the need of complicated work-up procedures.
Correspondence: Mohammad Bagher Teimouri, Petrochemical Department, Iran Polymer and Petrochemical Institute, P.O. Box 14965-115,
Tehran, Iran. |
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Keywords: | Isocyanide Multicomponent reaction Naphtho[2 3-b]-furan-4 9-dione Water |
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