Enantioselective Construction of Tetrahydroquinolin-5-one-Based Spirooxindole Scaffold via an Organocatalytic Asymmetric Multicomponent [3 + 3] Cyclization

Journal of Organic Chemistry

Volumn 81, Issue 17, 2016, Pages 7898-7907

  Zhu, Qiu Ning ^a   Zhang, Yu Chen ^a   Xu, Meng Meng ^a   Sun, Xiao Xue ^a   Yang, Xue ^a   Shi, Feng ^a  

^a JIANGSU NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIOSELECTIVITY; SCAFFOLDS;

CATALYTIC ENANTIOSELECTIVE CONSTRUCTION; CINCHONA ALKALOID; ENANTIOSELECTIVE; ENANTIOSELECTIVE CONSTRUCTION; LARGE SCALE SYNTHESIS; MULTI-COMPONENT REACTIONS; ORGANOCATALYTIC; SYNTHETIC METHODOLOGY;

CYCLIZATION;

1 ALLYL 2' AMINO 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 (2 FLUOROBENZYL) 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (3 FLUOROPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (3 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (4 CHLOROPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (4 FLUOROPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (4 METHOXYPHENYL) 2,5' DIOXO 1' PROPYL 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (4 METHOXYPHENYL) 5,7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 1' (4 METHOXYPHENYL) 7,7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 5 BROMO 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 5 METHOXY 1' (4 METHOXYPHENYL) 5,7',7' TRIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 5 METHOXY 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 7 METHOXY 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 7',7' DIMETHYL 1' (NAPHTHALEN 1 YL) 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 7',7' DIMETHYL 2,5' DIOXO 1' (P TOLYL) 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1 BENZYL 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1' (4 METHOXYPHENYL) 1,7',7' TRIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1' (4 METHOXYPHENYL) 7',7' DIMETHYL 2,5' DIOXO [(PERFLUOROPHENYL)METHYL] 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1,1' DIBENZYL 7',7' DIMETHYL 2,5' DIOXO 1' PROPYL 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; 2' AMINO 1,1' DIBENZYL 7',7' DIMETHYL 2,5' DIOXO 5',6',7',8' TETRAHYDRO 1'H SPIRO[INDOLINE 3,4' QUINOLINE] 3' CARBONITRILE; CINCHONA ALKALOID; ETHYL 2' AMINO 1 BENZYL 3' CYANO 6' METHYL 2 OXOSPIRO[INDOLE 3,4' PYRAN] 5' CARBOXYLATE; ISATIN; MALONONITRILE; OXINDOLE; QUINOLINE DERIVATIVE; TETRAHYDROQUINOLIN 5 ONE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CATALYSIS; CONTROLLED STUDY; CYCLIZATION; DRUG SYNTHESIS; ENANTIOSELECTIVITY; HYDROGEN BOND; KNOEVENAGEL CONDENSATION; LARGE SCALE SYNTHESIS; METHODOLOGY; MICHAEL ADDITION; ORGANOCATALYSIS; REACTION ANALYSIS; REACTION TIME; STEREOCHEMISTRY; X RAY DIFFRACTION;

EID: 84985905314     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/acs.joc.6b01598     Document Type: Article

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