The full scope of SiO2-based condensation of aliphatic or aromatic amines and beta-keto esters to give beta-enamino esters was examined. Functionalized linear beta-enamino esters were easily obtained from SiO2-based condensation of beta-keto esters and amines only after simple filtration. It was also demonstrated that cyclic beta-enamino esters with 99% purity can be prepared in a practically large scale (60 g) without using silica gel column chromatography. The utility of the present method was fortified by the preparation of pharmaceutically useful indeno-4-hydroxypyridin-2(1H)-one analogue 11.
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Rutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USARutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USA
Sagong, Hye Yeon
Bauman, Joseph D.
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Rutgers State Univ, Ctr Adv Biotechnol & Med, Hoes Lane, Piscataway, NJ 08854 USA
Rutgers State Univ, Dept Chem & Chem Biol, Hoes Lane, Piscataway, NJ 08854 USARutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USA
Bauman, Joseph D.
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Nogales, Aitor
Martinez-Sobrido, Luis
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Univ Rochester, Dept Microbiol & Immunol, Med Ctr, 601 Elmwood Ave,Box 672, Rochester, NY 14642 USARutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USA
Martinez-Sobrido, Luis
Arnold, Eddy
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Rutgers State Univ, Ctr Adv Biotechnol & Med, Hoes Lane, Piscataway, NJ 08854 USA
Rutgers State Univ, Dept Chem & Chem Biol, Hoes Lane, Piscataway, NJ 08854 USARutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USA
Arnold, Eddy
LaVoie, Edmond J.
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Rutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USARutgers State Univ, Ernest Mario Sch Pharm, Dept Med Chem, 160 Frelinghuysen Rd, Piscataway, NJ 08854 USA