Journal
TETRAHEDRON LETTERS
Volume 45, Issue 38, Pages 7073-7075Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.07.152
Keywords
supercritical carbon dioxide; carbonylation; cyclization; quinazolines; quinazolidinones; DBU
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Only supercritical carbon dioxide (scCO(2)) as a reactant and a solvent, and catalytic amount of base (DBU (1,8-diazabicyclo[5.4.0]undec-7-ene), DBN (1,5-diazabicyclo[4.3.0]non-5-ene), Dabco(R) (1,4-diazabicyclo[2.2.2]octane), and triethylamine) afforded 1H-quinazoline-2,4-diones in good to excellent yields from 2-aminobenzonitriles. 6,7-Dimethoxy-1H-quinazoline-2,4-dione, which is a key intermediate of medicines (Prazosin, Bunazosin, and Doxazosin) was synthesized successfully in a 97% yield, using 0.1 equiv of DBU under scCO(2) (10 MPa) at 80degreesC. (C) 2004 Elsevier Ltd. All rights reserved.
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