Synthesis of New 1H-Indazoles through Diels-Alder Transformations of 4-Styrylpyrazoles under Microwave Irradiation Conditions

2009 ◽  
Vol 2009 (26) ◽  
pp. 4468-4479 ◽  
Author(s):  
Vera L. M. Silva ◽  
Artur M. S. Silva ◽  
Diana C. G. A. Pinto ◽  
José Elguero ◽  
José A. S. Cavaleiro
ChemInform ◽  
2005 ◽  
Vol 36 (44) ◽  
Author(s):  
Diana C. G. A. Pinto ◽  
Artur M. S. Silva ◽  
Cristela M. Brito ◽  
Angela Sandulache ◽  
Jose R. Carrillo ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 32 (22) ◽  
pp. no-no
Author(s):  
Angel Diaz-Ortiz ◽  
Antonio de la Hoz ◽  
Pilar Prieto ◽  
Jose R. Carrillo ◽  
Andres Moreno ◽  
...  

2020 ◽  
Vol 73 (12) ◽  
pp. 1176
Author(s):  
Nicholas S. O'Brien ◽  
Adam McCluskey

An elegantly simple, facile, and robust approach to a scaffold of biological importance, 2,3-dihydroquinazolin-4(1H)-ones, is reported. A catalytic 1% SnCl2/microwave-mediated approach afforded access to pure material, collected by cooling and filtration after 20-min microwave irradiation at 120°C. A total of 41 analogues were prepared in isolated yields of 17–99%. This process was highly tolerant of aliphatic, aromatic, heterocyclic, and acyclic aldehydes, but furan, pyrrole, and thiophene aldehyde reactivity correlated with propensity towards electrophilic addition and/or Diels–Alder addition. As a result, thiophene afforded high yields (80%) whereas pyrrole carboxaldehyde failed to react. With simple cinnamaldehydes, and in the SbCl3-mediated reaction, and with α,β-unsaturated aldehydes the equivalent quinazolin-4(3H)-ones, and not the 2,3-dihydroquinazolin-4(1H)-ones, was favoured.


2005 ◽  
Vol 2005 (14) ◽  
pp. 2973-2986 ◽  
Author(s):  
Diana C. G. A. Pinto ◽  
Artur M. S. Silva ◽  
Cristela M. Brito ◽  
Angela Sandulache ◽  
José R. Carrillo ◽  
...  

ChemInform ◽  
2008 ◽  
Vol 39 (52) ◽  
Author(s):  
Sandra Jimenez-Alonso ◽  
Haydee Chavez ◽  
Ana Estevez-Braun ◽  
Angel G. Ravelo ◽  
Gabriela Feresin ◽  
...  

2017 ◽  
Vol 1147 ◽  
pp. 155-160 ◽  
Author(s):  
Pedro M.E. Mancini ◽  
María N. Kneeteman ◽  
Mauro Cainelli ◽  
Carla M. Ormachea ◽  
Luis R. Domingo

Synthesis ◽  
2018 ◽  
Vol 50 (10) ◽  
pp. 1965-1972
Author(s):  
Pedro Varandas ◽  
Djenisa Rocha ◽  
Filipe Paz ◽  
Eduarda Silva ◽  
Artur Silva

Diastereoselective Diels–Alder reactions of 2,6-diaryl-1,2-dihydropyridines with N-methylmaleimide afford highly substituted isoquinuclidines in good chemical yield (30–50%). This sequential one-pot synthesis is performed under microwave irradiation and involves, primarily, the synthesis of 2,6-diaryl-1,2-dihydropyridines by a 6π-azaelectrocyclisation involving an intermediate α,β,γ,δ-di-unsaturated imine, obtained by condensation of (E,E)-cinnamylideneacetophenones with amines. This procedure easily converts unstable 2,6-diaryl-1,2-dihydropyridines into, otherwise inaccessible, isoquinuclidines without any kind of manipulation.


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