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Facile synthesis of thiochromeno[2,3-b]indol-11(6H)-ones and pyrido[3′,2′:5,6]thiopyrano[2,3-b]indol-5(10H)-ones

Kiamehr, M ; Sharif University of Technology | 2013

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  1. Type of Document: Article
  2. DOI: 10.1016/j.tetlet.2013.07.012
  3. Publisher: 2013
  4. Abstract:
  5. Indole-2(3H)thiones were cyclized under the action of 2-fluorobenzoyl chlorides to give thiochromeno[2,3-b]indol-11(6H)-ones or under the action of 2-chloronicotinoyl chlorides to give pyrido[3′,2′:5,6]thiopyrano[2, 3-b]indol-5(10H)-ones. The reaction of cyclization proceeds regioselectively in DMF and does not require transition metals for completion. Obtained heterocycles are isosteric analogues of various tetracyclic indole derived alkaloids
  6. Keywords:
  7. Heterocycles ; Indole-2(3H)thione ; Pyridines ; Tetracycles ; Alkaloid derivative ; Chloride ; Indole derivative ; Transition element ; Carbon nuclear magnetic resonance ; Cyclization ; Proton nuclear magnetic resonance ; Reaction analysis ; Synthesis
  8. Source: Tetrahedron Letters ; Volume 54, Issue 37 , 2013 , Pages 5018-5021 ; 00404039 (ISSN)
  9. URL: http://www.sciencedirect.com/science/article/pii/S0040403913011519