Authors O’Brien, NS; McCluskey, A in CSIRO PUBLISHING published article about ONE-POT SYNTHESIS; SOLVENT PROMOTED ADDITION; EFFICIENT SYNTHESIS; QUINAZOLIN-4(3H)-ONES; DERIVATIVES; CONVENIENT; OXIDE in [O’Brien, Nicholas S.; McCluskey, Adam] Univ Newcastle, Sch Environm & Life Sci, Chem, Univ Dr, Callaghan, NSW 2308, Australia in 2020.0, Cited 35.0. Product Details of 100-83-4. The Name is 3-Hydroxybenzaldehyde. Through research, I have a further understanding and discovery of 100-83-4
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 degrees C. Atotal 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 alpha,beta-unsaturated aldehydes the equivalent quinazolin-4(3H)-ones, and not the 2,3-dihydroquinazolin-4(1H)-ones, was favoured.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles