- One-pot highly diastereoselective annulation to N-unprotected tetrasubstituted 2-pyrrolines
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A one-pot DABCO-catalysed Michael addition of glycine imine-derived esters to trans-2-aroyl-3-arylacrylonitriles followed by a deprotection/cyclization/tautomerization sequence afforded tetrasubstituted N-unprotected trans-2-pyrrolines in up to 96% yield.
- Meninno, Sara,Capobianco, Amedeo,Peluso, Andrea,Lattanzi, Alessandra
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supporting information
p. 2137 - 2140
(2015/04/27)
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- Reduced graphene oxide supported piperazine in aminocatalysis
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Reduced graphene oxide (rGO) has been used as a support for piperazine to provide a heterogeneous bifunctional organocatalyst (rGO-NH) that is able to efficiently promote vintage organic transformations such as Knoevenagel, Michael and aldol reactions. The obtained results suggest a significant role of the support in the course of these reactions. This journal is the Partner Organisations 2014.
- Rodrigo, Eduardo,García Alcubilla, Beatriz,Sainz, Raquel,Fierro, J. L. García,Ferritto, Rafael,Cid, M. Belén
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supporting information
p. 6270 - 6273
(2014/06/09)
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- Microwave synthesis of α-cyano chalcones
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A novel methodology for facile production of α-cyano chalcones under microwave irradiation is described. Utilizing a Knoevenagel condensation between benzoylacetonitriles and aromatic aldehydes, substituted chalcones are generated via a 15-min, one-pot synthesis. Diversification of aromatic groups, including electron-withdrawing, electron-donating, and heterocyclic substitutions, has led to the isolation of over twenty colored, solid chalcone products. Furthermore the methodology can be extended to the synthesis of benzylidenemalononitriles as well as methyl and ethyl α-cyano cinnamates.
- Deshpande, Shyam J.,Leger, Paul R.,Sieck, Stephen R.
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supporting information; experimental part
p. 1772 - 1775
(2012/05/04)
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- Hetero-Diels-Alder Reaction of 3-Aryl-2-benzoyl-2-propenenitriles with Enol Ethers. Synthesis of 2-Alkoxy-3,4-dihydro-2H-pyran-5-carbonitriles
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The hetero-Diels-Alder reaction of 3-aryl-2-benzoyl-2-propenenitriles 1a-d with enol ethers 2a-c yields cis/trans diastereoisomers of 2-alkoxy-4,6-diaryl-3,4-dihydro-2H-pyran-5-carbonitriles 3 and 4 in 79-98% yield. The similar reaction of 1a-c with cyclic enol ether 5 affords diastereoisomeric cycloadducts 6 and 7 with cis annulated pyran rings. Reaction of 3 with sulfuric acid leads to 2-hydroxy-3,4-dihydro-2H-pyran-5-carbonitriles 8 and 9.
- Bogdanowicz-Szwed,Palasz
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p. 1157 - 1172
(2007/10/03)
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