Efficient synthesis of spiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-tetraones by a one-pot and three-component reaction.
An efficient one-pot synthesis of novel 8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone derivatives by a three-component condensation reaction of barbituric acids, isatins and cyclohexane-1,3-diones in refluxing water in the presence of p-TSA for 10 h is reported. Two cyclohexane-1,3-diones, three barbituric acids, and eight substituted isatins were chosen for the library validation. Reaction of 5,5-dimethyl-cyclohexane-1,3-dione and acenaphthylene-1,2-dione with barbituric acids resulted in the formation of spiro[acenaphthylene-1,5'-chromeno[2,3-d]pyrimidine] derivatives.
Jadidi
Khosrow
K
Department of Chemistry, Shahid Beheshti University, Tehran, Iran.
Ghahremanzadeh
Ramin
R
Bazgir
Ayoob
A
D001463:Barbiturates / Q000138:chemical synthesis / Q000737:chemistry*; D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000191:economics / Q000379:methods*; D003512:Cyclohexanones / Q000138:chemical synthesis / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007510:Isatin / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
C542052:8,9-dihydrospiro(chromeno(2,3-d)pyrimidine-5,3'-indoline)-2,2',4,6(1H,3H,7H)-tetraone; D001463:Barbiturates; D002839:Chromans; D003512:Cyclohexanones; D007211:Indoles; D013141:Spiro Compounds; C004636:1,3-cyclohexanedione; D007510:Isatin; C032232:barbituric acid