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Synthesis of a Novel Heterocyclic System - Pyrimido[5',4':5,6]thiopyrano [2,3-b]indole

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An efficient protocol for the synthesis of pyrimido[5',4'p:5,6]thiopyrano[2,3-b]indoles by the cyclocondensation of 1,3-dihydro-2H-indole-2-thione with 6-chloropyrimidine-5-carbaldehydes has been developed. 4-Chloro-2- methylthiopyrimido[5',4':5,6]thiopyrano[2,3-b]indole was found to undergo smooth nucleophilic substitution with various nucleophiles to give 4-substituted pyrimido[5',4':5,6]thiopyrano[2,3-b]indoles.

Keywords: cyclocondensation; indoline-2-thione; nucleophilic substitution; pyrimidine-5-carbaldehydes; pyrimido[5',4':5,6] thiopyrano[2,3-b]indoles

Document Type: Research Article


Publication date: October 1, 2009

More about this publication?
  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.

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