A new and convenient approach to heterotetracyclic benzoxazocines through addition of 1,3-dicarbonyl compounds to quinolinium salts

Tetrahedron Letters

Volumn 51, Issue 20, 2010, Pages 2704-2707

  Moghaddam, Firouz Matloubi ^a   Mirjafary, Zohreh ^a   Saeidian, Hamdollah ^a,b   Taheri, Salman ^a   Khodabakhshi, Mohammad Reza ^a  

^a SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

^b PAYAME NOOR UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; BENZOXAZOCINE DERIVATIVE; CARBONYL DERIVATIVE; QUINOLINE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; HETERONUCLEAR MULTIPLE BOND CORRELATION; REACTION OPTIMIZATION;

EID: 77950599534     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.03.038     Document Type: Article

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68. 3CN (5 mL) was stirred at room temperature for 4 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the solvent was removed under reduced pressure and the residue was separated by flash column chromatography on silica gel with petroleum ether/EtOAc (2:1) as eluent to afford the pure product.Analytical data for selected products: 3,3,7-trimethyl-2,3,4,6,7,12-hexahydro-1H-6,12-methanodibenzo[d,g][1,3] oxazocin-1-one (3a)