Oxa-diels-alder reaction of isatins and acyclic α,β-unsaturated methyl ketones through cooperative dienamine and metal lewis acid catalysis

Synthesis (Germany)

Volumn 46, Issue 10, 2014, Pages 1339-1347

  Liu, Lu ^a,b   Daka, Philias ^a   Sarkisian, Ryan ^a   Deng, Yongming ^a   Wheeler, Kraig ^c   Wang, Hong ^a  

^a MIAMI UNIVERSITY   (United States)

^b EAST CHINA NORMAL UNIVERSITY   (China)

^c EASTERN ILLINOIS UNIVERSITY   (United States)

Author keywords

bifunctional catalysis; oxa Diels Alder reaction; spirooxindoles; tandem reactions; tetrahydropyranones

Indexed keywords

KETONES;

BIFUNCTIONAL CATALYSIS; OXA-DIELS-ALDER REACTION; SPIROOXINDOLES; TANDEM REACTION; TETRAHYDROPYRANONES;

CATALYSIS;

1 BENZYL 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 1 METHYL 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5 BROMO 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5 CHLORO 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5 FLUORO 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5 METHOXY 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5 METHYL 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5 NITRO 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 5,7 DIMETHYL 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (3 NITROPHENYL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (4 CHLOROPHENYL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (4 METHOXYPHENYL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (4 NITROPHENYL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (NAPHTHALEN 1 YL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (NAPHTHALEN 2 YL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (PARA TOLYL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' (THIOPHEN 2 YL) 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; 6' ISOPROPYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4' (3'H) DIONE; 6' PHENYL 5',6' DIHYDROSPIRO(INDOLINE 3,2' PYRAN) 2,4'(3'H) DIONE; ACETONE; ACYCLIC ALPHA BETA UNSATURATED METHYL KETONE; DIENAMINE; ENAMINE; ISATIN; LEWIS ACID; SPIROOXINDOLE TETRAHYDROPYRANONE; TETRAHYDROPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; DIELS ALDER REACTION; OXA DIELS ALDER REACTION; STEREOCHEMISTRY;

EID: 84900481500     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0033-1338613     Document Type: Article

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