Hetero-Diels−Alder Reactions of Homochiral 1,2-Diaza-1,3-butadienes with Diethyl Azodicarboxylate under Microwave Irradiation. Theoretical Rationale of the Stereochemical Outcome†

1999 ◽  
Vol 64 (17) ◽  
pp. 6297-6305 ◽  
Author(s):  
Martín Avalos ◽  
Reyes Babiano ◽  
Pedro Cintas ◽  
Fernando R. Clemente ◽  
José L. Jiménez ◽  
...  
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 ◽  
...  

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

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