Microwave-assisted synthesis of 1,3-benzodioxole derivatives from catechol and ketones or aldehydes

Tetrahedron Letters

Volumn 52, Issue 34, 2011, Pages 4371-4374

  Pingali, Subramanya R K ^a   Jursic, Branko S ^a,b  

^a UNIVERSITY OF NEW ORLEANS   (United States)

^b Stepharm   (United States)

Author keywords

Benzodioxoles; Carbonyl protection; Catechol protection; Microwave assisted reactions

Indexed keywords

1,3 BENZODIOXOLE DERIVATIVE; ALDEHYDE; CATECHOL; KETONE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; LARGE SCALE PRODUCTION; MICROWAVE COOKING; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 79960836353     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.03.063     Document Type: Article

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34. 3 filtrate was recorded on Varian Unity 400.
35. Benzene (10 ml) suspension of carbonyl compound (1 mmol), catechol (1.1 g; 1 mmol), and p-toluenesulfonic acid (5 mg) ws refluxed with Dean Stark trap and microwave power of 400 W for time indicated in Tables 2 and 3. Solvent was evaporated at reduced pressure. The solid residue was dissolved in hot dichloromethane-hexane (1:9; 3 ml) place on short (2 × 2 inches) silica gel column. Silica gel was washed with dichloromethane-hexane (1:9; 3 × 20 ml). The filtrates were combined and the solvent was evaporated to yield pure product.
36. 3) δ 147.8, 141.8, 129.4. 128.9, 125.5, 121.9, 117.1, 109.1 and 27.5 ppm.