Indium chloride/silica gel supported synthesis of pyrano/thiopyranoquinolines through intramolecular imino Diels-Alder reaction using microwave irradiation

Tetrahedron Letters

Volumn 49, Issue 17, 2008, Pages 2810-2814

  Ramesh, Ekambaram ^a   Sree Vidhya, Tarakkad Krishnaji ^a   Raghunathan, Raghavachary ^a  

^a UNIVERSITY OF MADRAS   (India)

Author keywords

Imino Diels Alder; Indium trichloride; Intramolecular; Silica gel

Indexed keywords

INDIUM CHLORIDE; PYRANO THIOPYRANOQUINOLINE; QUINOLINE DERIVATIVE; SILICA GEL; UNCLASSIFIED DRUG;

ARTICLE; DIELS ALDER REACTION; DRUG SYNTHESIS; MICROWAVE IRRADIATION;

ALNUS;

EID: 40949153349     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.02.128     Document Type: Article

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30. 15NOS: C, 70.03; H, 5.83; N, 5.44. Found: C, 69.82; H, 5.90; N, 5.53.
31. 2: C, 74.59; H, 6.21; N, 5.80. Found: C, 74.37; H, 6.32; N, 5.94.
32. 3 and evaporated to leave the crude product which was purified by column chromatography over silica gel (EtOAc-hexane 98:2) to afford cis- and trans-products 5a-f, 6a-f, 9a-f and 10a-f in good yields.
33. 2O: C, 79.64; H, 6.32; N, 8.84. Found: C, 79.45; H, 6.47; N, 8.95.