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A correction was published on 28 December 2009, see Molecules 2010, 15(1), 93.

Molecules 2009, 14(8), 2976-2984; doi:10.3390/molecules14082976
Article

Azolyacetones as Precursors to Indoles and Naphthofurans Facilitated by Microwave Irradiation with Simultaneous Cooling

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Received: 8 July 2009; in revised form: 30 July 2009 / Accepted: 5 August 2009 / Published: 11 August 2009
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Abstract: Phthalimide reacted with phenacyl bromide under microwave irradiation to yield phenacyl isoindolidene-1,3-dione (3b), while 3a reacted with phenylhydrazine to yield the phenylhydrazone 4 that was readily converted into indoylphthalimide 8. Similarly N-benzotriazolylacetone (6a) reacted with phenyl hydrazine to yield the phenylhydrazone 7a that was converted into indoylbenzotriazole 9. Treatment of 8 with hydrazine hydrate afforded a mixture of phthalhydrazide 10 and 3-amino-2-methylindole (11). Reacting enaminone 13 with naphthoquinone (14) afforded the aryl naphthofuran 17. The possibility of the formation of the aldehyde 18 was excluded based on HMQC, which revealed that the carbonyl carbon is not linked to any hydrogen.
Keywords: microwave irradiation; aminoindole; naphthofuran; azolylacetone microwave irradiation; aminoindole; naphthofuran; azolylacetone
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Al-Mousawi, S.M.; El-Apasery, M.A. Azolyacetones as Precursors to Indoles and Naphthofurans Facilitated by Microwave Irradiation with Simultaneous Cooling. Molecules 2009, 14, 2976-2984.

AMA Style

Al-Mousawi SM, El-Apasery MA. Azolyacetones as Precursors to Indoles and Naphthofurans Facilitated by Microwave Irradiation with Simultaneous Cooling. Molecules. 2009; 14(8):2976-2984.

Chicago/Turabian Style

Al-Mousawi, Saleh M.; El-Apasery, Morsy A. 2009. "Azolyacetones as Precursors to Indoles and Naphthofurans Facilitated by Microwave Irradiation with Simultaneous Cooling." Molecules 14, no. 8: 2976-2984.


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