Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Special issue | Vol 67, No. 1, 2006, pp.161-173
Published online, 13th May, 2005
DOI: 10.3987/COM-05-S(T)9
A Diversity Oriented Synthesis of 2,10-Dioxo-10H-1,2,3,4,4a,5-hexahydropyridazino[3,2-b]quinazolines

Elisabeth Schuler, Nacho Juanico, Jordi Teixidó, Enrique L. Michelotti, and José I. Borrell*

*Grup d’Enginyeria Molecular, Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta 390, E-08017 Barcelona, Spain


A parallel method for the synthesis of the title compounds is described. Thus, methyl anthranilates (5) are transformed into 2-aminobenzohydrazides (3) which were treated with 4-oxo acids (4) to afford in high yields and acceptable purity of piridazino[3,2-b]quinazolines (1). Compounds (1) present four diversity centers (R1, R2, R3, and R4). The range of chemically acceptable substituents at each center has been evaluated. The isolation of a possible intermediate in the formation of 1, which presents an aminol structure (10), has allowed proposing a complete mechanistic rationalization for the formation of structures (1).