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Volumn 69, Issue 31, 2013, Pages 6415-6423

Highly regioselective and metal-free γ-addition of β-keto esters to isatins, catalyzed by DABCO: Direct access to novel class of diversely functionalized 3-hydroxy-2-oxindole scaffolds

Author keywords

3 Hydroxy 2 oxindole; DABCO; Green synthesis; Metal free reaction; Regioselective aldol reaction

Indexed keywords

(5 CHLORO 2 OXO 1,2 DIHYDRO 3H INDOL 3 YLIDENE)PROPANEDINITRILE; 1,4 DIAZABICYCLO[2.2.2]OCTANE; 2 (5 CHLORO 2 OXO 1,2 DIHYDRO 3H INDOL 3 YLIDENE) 3 OXOPENTANENITRILE; 3 HYDROXY 2 OXINDOLE DERIVATIVE; 3 HYDROXY 5 NITRO 3 [2 OXO 2 (2 OXOTETRAHYDRO FURAN 3 YL)ETHYL] 1,3 DIHYDRO 2H INDOL 2 ONE; ETHYL 2 BENZYL 4 (3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 2 BENZYL 4 (3 HYDROXY 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 2 BENZYL 4 (3 HYDROXY 5 NITRO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 2 CHLORO 4 (3 HYDROXY 2 OXO 1 PHENYL 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 2 CHLORO 4 (3 HYDROXY 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 2 CHLORO 4 (3 HYDROXY 5 NITRO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 2,2 DIETHYL 4 (3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 3 (3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 2 OXOCYCLOPENTANECARBOXYLATE; ETHYL 3 (3 HYDROXY 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 2 OXOCYCLOPENTANECARBOXYLATE; ETHYL 4 (1 BENZYL 5 BROMO 3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 4 (3 HYDROXY 5 NITRO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 4 (5 BROMO 3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 2 CHLORO 3 OXOBUTANOATE; ETHYL 4 (5 BROMO 3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; ETHYL 4 (5 CHLORO 3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 2,2 DIETHYL 3 OXOBUTANOATE; ETHYL 4 [3 HYDROXY 1 (HYDROXYMETHYL) 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL] 3 OXOBUTANOATE; ETHYL 4 CHLORO 4 (3 HYDROXY 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; INDOLE DERIVATIVE; ISATIN DERIVATIVE; METHYL 4 (3 HYDROXY 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; METHYL 4 (3 HYDROXY 5 NITRO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; METHYL 4 (4,7 DICHLORO 3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; METHYL 4 (5 BROMO 3 HYDROXY 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; TERT BUTYL 4 (3 HYDROXY 5 IODO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; TERT BUTYL 4 (3 HYDROXY 5 NITRO 2 OXO 2,3 DIHYDRO 1H INDOL 3 YL) 3 OXOBUTANOATE; UNCLASSIFIED DRUG;

EID: 84879210420     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2013.05.101     Document Type: Article
Times cited : (24)

References (55)
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    • -1. CCDC 890261 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at [or from the Cambridge Crystallographic Data Centre (CCDC), 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0) 1223 336 033; e-mail: deposit@ccdc.cam.ac.uk ]
    • -1. CCDC 890261 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html [or from the Cambridge Crystallographic Data Centre (CCDC), 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0) 1223 336 033; e-mail: deposit@ccdc.cam.ac.uk ].
    • 3, Monoclinic


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