- Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones
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Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement.
- Rao, H. Surya Prakash,Jothilingam,Scheeren, Hans W.
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p. 1625 - 1630
(2007/10/03)
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- A one-pot synthesis of thiophene and pyrrole derivatives from readily accessible 3,5-dihydro-1,2-dioxines
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A one-pot synthesis of 2,5-disubstituted thiophene, 1,2,5-tri- and 2,5-disubstituted pyrrole derivatives from readily available 3,5-dihydro-1,2-dioxines is described. The reaction proceeds by an initial Kornblum-de la Mare rearrangement of the 3,5-dihydro-1,2-dioxine to its isomeric 1,4-diketone followed by condensation of the in situ 1,4-diketone with sulfur, ammonia or a primary amine.
- Hewton, Cassie E,Kimber, Marc C,Taylor, Dennis K
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p. 3199 - 3201
(2007/10/03)
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- One-pot synthesis of pyrrole derivatives from (E)-1,4-diaryl-2-butene-1,4-diones
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2,5-Di- and 1,2,5-trisubstituted pyrrole derivatives can be prepared conveniently from (E)-1,4-diaryl-2-butene-1,4-diones in a one-pot operation through domino-pathways via palladium-assisted transfer hydrogenation followed by a Paal-Knorr reaction using ammonium formate and its analogs.
- Surya Prakash Rao,Jothilingam
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p. 6595 - 6597
(2007/10/03)
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- A NOVEL PHOTOREARRANGEMENT OF 2,5-DIARYL-1,4-DITHIIN-1,1-DIOXIDE ACCOMPANIED BY EXTRUSION OF SULFUR DIOXIDE
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Photolysis of the title compound afforded 2,5-diarylthiophene.The mechanism involving the valence isomerization to the thioketone was supported by the photolysis in n-butylamine, which gave pyrrole derivatives.
- Kobayashi, Keiji,Mutai, Kiyoshi
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p. 1461 - 1462
(2007/10/02)
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