title: Ethyl 3-(2,4-dioxocyclohexyl)propanoate as a novel precursor for N-substituted 4,4a,5,6-tetrahydroquinoline-2,7(1H,3H)-diones and their corresponding 3,4-dihydro-7-hydroxyquinolin-2(1H)-ones and 7-hydroxyquinolin-2(1H)-ones synthesis.
abstract: Ethyl 3-(2,4-dioxocyclohexyl)propanoate has been explored as a precursor for the synthesis of N-substituted 4,4a,5,6-tetrahydroquinoline-2,7(1H,3H)-diones following conventional protecvtion, selective amidation, and deprotective-cyclization approaches. Moreover, a facile process for the selective dehydrogenative aromatization of these diones was developed to afford the corresponding N-substituted 3,4-dihydro-7-hydroxyquinolin-2(1H)-ones and N-substituted 7-hydroxyquinolin-2(1H)-ones under mild conditions.
authors.affiliation: Natural Product Chemistry and Process Development, CSIR-Institute of Himalayan Bioresource Technology, Palampur, H.P., 176061, India.|Academy of Scientific & Innovative Research, New Delhi, India.
authors.forename: Vandna
authors.initials: V
authors.lastname: Thakur
authors.affiliation: Natural Product Chemistry and Process Development, CSIR-Institute of Himalayan Bioresource Technology, Palampur, H.P., 176061, India.
authors.forename: Dharminder
authors.initials: D
authors.lastname: Sharma
authors.affiliation: Natural Product Chemistry and Process Development, CSIR-Institute of Himalayan Bioresource Technology, Palampur, H.P., 176061, India. pdas@ihbt.res.in.|Academy of Scientific & Innovative Research, New Delhi, India. pdas@ihbt.res.in.
authors.forename: Pralay
authors.initials: P
authors.lastname: Das
mesh_terms: D006912:Hydroxyquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D011422:Propionates / Q000737:chemistry*
chemical_list: D006912:Hydroxyquinolines; D011422:Propionates
keywords: 7-Hydroxy-quinlin-2(1H)-one; Cyclohexane-1, 3-dione; Dehydrogenative aromatization; Heterocycles; Microwave irradiation; Tetrahydroquinoline-2,7-dione