Solvent-dependent reactions for the synthesis of β-keto-benzo-δ- sultone scaffolds via DBU-catalyzed o-sulfonylation/intramolecular Baylis-Hillman/1,3-H shift or dehydration tandem sequences

Journal of Organic Chemistry

Volumn 76, Issue 24, 2011, Pages 9975-9982

  Ghandi, Mehdi ^a   Bozcheloei, Abolfazl Hasani ^a   Nazari, Seyed Hadi ^a   Sadeghzadeh, Masoud ^a  

^a UNIVERSITY OF TEHRAN   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

2-HYDROXYBENZALDEHYDES; GOOD YIELD; HIGH YIELD; METHOXY; ONE POT; TANDEM SEQUENCE;

CHLORINE COMPOUNDS; DEHYDRATION; DEWATERING; SCAFFOLDS;

CATALYSIS;

3 (4 BROMOBENZYL) 8 METHOXYBENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 3 (4 BROMOBENZYL)BENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 3 (4 CHLOROBENZYL) 8 METHOXYBENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 3 (4 CHLOROBENZYL)BENZO[E][1,2]OXATHIIN 4 (3H) ONE 2,2 DIOXIDE; 3 (4 METHYLBENZYL)BENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 3 [(4 BROMOPHENYL)METHOXYMETHYL] 8 METHOXYBENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 [(4 BROMOPHENYL)METHOXYMETHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 [(4 CHLOROPHENYL)METHOXYMETHYL] 8 METHOXYBENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 [(4 CHLOROPHENYL)METHOXYMETHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 [METHOXY(P TOLYL)METHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 [METHOXY(PHENYL)METHYL] 6 NITROBENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 [METHOXY(PHENYL)METHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 3 BENZYL 6 BROMOBENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2-DIOXIDE; 3 BENZYL 6 CHLOROBENZO[E][1,2]OXATHIIN 4(3H) 1 2,2 DIOXIDE; 3 BENZYL 7 METHOXYBENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 3 BENZYL 8 METHOXYBENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 3 BENZYLBENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 6 BROMO 3 (4 BROMOBENZYL)BENZO[E][1,2]OXATHIIN 4(3H) 1 2,2 DIOXIDE; 6 BROMO 3 (4 CHLOROBENZYL)BENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 6 BROMO 3 (4 METHYLBENZYL)BENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 6 BROMO 3 (METHOXY P TOLYLMETHYL)BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 6 BROMO 3 [(4 BROMOPHENYL)METHOXYMETHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 6 BROMO 3 [(4 CHLOROPHENYL)(METHOXY)METHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 6 BROMO 3 [METHOXY(PHENYL)METHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; 8 METHOXY 3 (4 METHYLBENZYL)BENZO[E][1,2]OXATHIIN 4 (3H) 1 2,2 DIOXIDE; 8 METHOXY 3 [METHOXY(PHENYL)METHYL]BENZO[E][1,2]OXATHIINE 2,2 DIOXIDE; BENZALDEHYDE DERIVATIVE; OXATHIIN DERIVATIVE; SULFONIC ACID DERIVATIVE; SULTONE; UNCLASSIFIED DRUG;

ARTICLE; BAYLIS HILLMAN REACTION; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; DEHYDRATION; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; SULFONYLATION;

EID: 84055217261     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201506d     Document Type: Article

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