CONDENSED ISOQUINOLINES. 9. ALKYLATION OF 7,12-DIHYDRO-5H-ISOQUINO[2,3-a]QUINAZOLIN-5-ONES

Abstract

The alkylation of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one proceeds at N₍₆₎ or C₍₇₎ depending on the type of alkylating agent and reaction conditions. C₍₇₎-Alkylation occurs in the presence of base. The secondary alkylation of the 7-alkyl derivatives occurs at the same position under these conditions. Depending on the conditions, the reaction with o-xylylene dibromide leads to spiro[5H-isoquino-[2,3‑a]quinazolin-7(12H),2'-indane]-5-one or 11-oxo-4b,5,10,16-tetrahydro-11H-10a-azonia-15b-azadibenz[a,e]pleiadene bromide, which are derivatives of new heterocyclic systems.

Authors: V. M. Kisel', L. M. Potikha, and V. A. Kovtunenko.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (5), pp 560-568

http://link.springer.com/article/10.1007/BF02290846