Synthesis of novel vicinal coumarin- and oxindole-functionalized dispiropyrrolidines and dispiropyrrolizidines via [3+2]-cycloaddition reactions

Synthesis

Volumn 44, Issue 5, 2012, Pages 793-799

  Bakthadoss, Manickam ^a   Kannan, Damodharan ^a   Sivakumar, Govindan ^a  

^a UNIVERSITY OF MADRAS   (India)

Author keywords

Baylis Hillman adducts; coumarins; dispiropyrrolidines; dispiropyrrolizidines; oxindoles; stereoselectivity

Indexed keywords

BAYLIS-HILLMAN ADDUCTS; COUMARINS; DISPIROPYRROLIDINES; DISPIROPYRROLIZIDINES; OXINDOLES;

AMINO ACIDS; STEREOSELECTIVITY;

CYCLOADDITION;

1' METHYL 4' (2 CHLOROPHENYL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1' METHYL 4' (2 METHYLPHENYL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1' METHYL 4' (2,4 DICHLOROPHENYL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1' METHYL 4' (4 METHYLPHENYL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1' METHYL 4' (NAPHTHALEN 1 YL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1' METHYL 4' PHENYL 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1' PHENYL 1'',2,2'',4,5',6',7',7A' OCTAHYDRO 1'H DISPIRO(1 BENZOPYRAN 3,2' PYRROLIDIN 3',3'' INDOLE) 2,2'' DIONE; 1',6 DIMETHYL 4' (2 METHYLPHENYL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1',6 DIMETHYL 4' (4 METHYLPHENYL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1',6 DIMETHYL 4' (NAPHTHALEN 1 YL) 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 1',6 DIMETHYL 4' PHENYL 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 4' (2 CHLOROPHENYL) 1',6 DIMETHYL 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 4' (3 CHLOROPHENYL) 1',6 DIMETHYL 1'',2,2'',4 TETRAHYDRODISPIRO(1 BENZOPYRAN 3,3' PYRROLIDIN 2',3'' INDOLE) 2,2'' DIONE; 6 METHYL 1' (2 METHYLPHENYL) 1'',2,2'',4,5',6',7',7A' OCTAHYDRO 1'H DISPIRO(1 BENZOPYRAN 3,2' PYRROLIDIN 3',3'' INDOLE) 2,2'' DIONE; 6 METHYL 1' (2 NAPHTHALEN 1 YL) 1'',2,2'',4,5',6',7',7A' OCTAHYDRO 1'H DISPIRO(1 BENZOPYRAN 3,2' PYRROLIDIN 3',3'' INDOLE) 2,2'' DIONE; 6 METHYL 1' (4 ETHYLPHENYL) 1'',2,2'',4,5',6',7',7A' OCTAHYDRO 1'H DISPIRO(1 BENZOPYRAN 3,2' PYRROLIDIN 3',3'' INDOLE) 2,2'' DIONE; 6 METHYL 1' PHENYL 1'',2,2'',4,5',6',7',7A' OCTAHYDRO 1'H DISPIRO(1 BENZOPYRAN 3,2' PYRROLIDIN 3',3'' INDOLE) 2,2'' DIONE; COUMARIN DERIVATIVE; OXINDOLE; PYRROLIDINE DERIVATIVE; PYRROLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BAYLIS HILLMAN REACTION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; COLUMN CHROMATOGRAPHY; CYCLOADDITION; PHARMACOPHORE; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS; X RAY ANALYSIS;

EID: 84857456927     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1289704     Document Type: Article

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