Synthesis 2002(15): 2168-2170
DOI: 10.1055/s-2002-34841
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel Dibenzo[3,4:7,8][1,5]diazocinoquinazolinones

K. Santa Deepthi, P. S. N. Reddy*
Department of Chemistry, Osmania University, Hyderabad 500 007, India.
e-Mail: psnreddyou@yahoo.com;
Further Information

Publication History

Received 4 April 2002
Publication Date:
21 October 2002 (online)

Abstract

A facile one step synthesis of dibenzo[3,4:7,8][1,5] diazocino[2,1-b:6,5-b′]diquinazolin-10,21-dione (4a) and N-methyl/ethyldibenzo[3,4:7,8][1,5]diazocino[6,5-b]quinazolin-5,16-diones (4b,c) is described. The mechanism involves a transannular reaction and the conformational structure of 4b was confirmed by X-ray crystallographic data.

    References

  • 1a Kotelko B. Ryszard B. Guryan RS. Acta Pol. Pharm.  1986,  41(6):  651 ; Chem. Abstr. 1986, 104, 50859y
  • 1b Szadowska A. Dzialek S. Kusowska J. Wejman I. Acta Pol. Pharm.  1985,  42(1):  55 ; Chem. Abstr. 1985, 103, 171478
  • 1c Sulkowski TS, and Childress SJ. inventors; US Patent  3152145.  ; Chem. Abstr. 1964, 61, 14696
  • 1d George F, and Stenbach H. inventors; US Patent  3502694.  1970; Chem. Abstr. 1970, 72, 132816
  • 2 Reddy PSN. Reddy PP. Reddy SD. Synthesis  2000,  1217 
  • 3a Lindeman SV. Ponomarev IJ. Srurotova NA. Struchkov YuJ. Vinogradov SV. Izv. Akad. Nauk, Ser. Khim.  1990,  11:  2630 ; Chem. Abstr. 1991, 114, 122332c
  • 3b Eguchi S. Matsushita Y. Takeuchi H. J. Org. Chem.  1992,  57:  6975 
  • 4a Cheng Y. Qing-Xiang L. Meth-Cohn O. Synthesis  2000,  640 
  • 4b Cheng Y. Meth-Cohn O. Taylor D. J. Chem. Soc., Perkin Trans. 1  1998,  1257 
  • 5 Crabtree HE. Smalley RK. Suxhitosky H. J. Chem. Soc. C  1968,  2730 
  • 6 Copper FC. Partridge MW. J. Chem. Soc.  1954,  3429