Polycyclic N-Heterocyclic Compounds, Part 68: Reactions of 3-(2-Bromoethyl)quinazolin-4(3H)-one and 3-(2-Bromoethyl)-5,6,7,8-tetrahydroquinazolin-4(3H)-one with Primary Alkylamines via a Dimroth-Type Rearrangement

REFERENCES

• Mital , A. Recent advances in antimalarial compounds and their patents . Curr. Med. Chem. 2007 , 14 , 759 – 773 .
   PubMed Web of Science ®Google Scholar
• Eguchi , S. Quinazoline alkaloids and related chemistry . Top. Heterocycl. Chem. 2006 , 6 , 113 – 156 .
   Google Scholar
• Newman , M. Diproqualone camphosulfonate . Drugs of Today 1976 , 12 , 266 – 268 .
   Google Scholar
• Okuda , K. ; Ohtomo , H. ; Tanaka , F. ; Hirota , T. ; Sasaki , K. Polycyclic N-heterocyclic compounds, 59: Rearrangement reactions of fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines via a Dimroth-type rearrangement . Chem. Pharm. Bull. 2009 , 57 , 755 – 758 .
   PubMedGoogle Scholar
• Ohtomo , H. ; Tagata , T. ; Sasaki , K. ; Hirota , T. ; Okuda , K. Polycyclic N-heterocyclic compounds, part 58: Rearrangement reactions of fused 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines and antidepressive evaluation of the products . Tetrahedron 2007 , 63 , 12541 – 12546 .
   Web of Science ®Google Scholar
• El Ashry , E. S. H. ; El Kilany , Y. ; Rashed , N. ; Assafir , H. In Advances in Heterocyclic Chemistry ; A. R. Katritzky Ed.; Academic Press : San Diego , 2000 ; 75 , pp. 79 – 165 .
   Google Scholar
• Ranganathan , D. ; Farooqui , F. ; Mehrotra , S. ; Kesavan , K. The reaction of quinazolin-4-ones with organo-metalic agents—a persistent preference for ring rupture over cyclization . Heterocycles 1986 , 24 , 2493 – 2506 .
   Google Scholar
• Claudi , F. ; Giorgioni , G. ; Scoccia , L. ; Ciccocioppo , R. ; Panocka , I. ; Massi , M. 3-[2-[4-(4-Fluorobenzoyl)piperidin-1-yl]ethyl]-5,6,7,8-tetrahydro-4(3H)-quinazolinones: serotonin 5-HT2A receptor antagonists endowed with potent central action . Eur. J. Med. Chem. 1997 , 32 , 651 – 659 .
   Web of Science ®Google Scholar