TY - JOUR
T1 - A diversity oriented synthesis of 2,10-dioxo-10H-1,2,3,4,4a,5-hexahydropyridazino[3,2-b]quinazolines
AU - Schuler, Elisabeth
AU - Juanico, Nacho
AU - Teixidó, Jordi
AU - Michelotti, Enrique L.
AU - Borrell, José I.
PY - 2006/1/1
Y1 - 2006/1/1
N2 - 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 amino structure (10), has allowed proposing a complete mechanistic rationalization for the formation of structures (1).
AB - 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 amino structure (10), has allowed proposing a complete mechanistic rationalization for the formation of structures (1).
UR - http://www.scopus.com/inward/record.url?scp=33646860968&partnerID=8YFLogxK
U2 - 10.3987/com-05-s(t)9
DO - 10.3987/com-05-s(t)9
M3 - Article
AN - SCOPUS:33646860968
SN - 0385-5414
VL - 67
SP - 161
EP - 173
JO - Heterocycles
JF - Heterocycles
IS - 1
ER -