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Synthesis of thieno[2,3-b]indole-2,3-diones and their ring expansions induced by diazomethane
RISE - Research Institutes of Sweden, Bioscience and Materials, Process och Pharmaceuticals Development.
Karolinska Institute, Sweden.
2017 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 73, no 38, 5654-5658 p.Article in journal (Refereed) Published
Abstract [en]

Indole-2-thione 3 reacted quickly with oxalyl chloride to yield thieno[2,3-b]indole-2,3-dione 4 together with the isomer thiazolo[3,2-a]indole-2,3-dione 5. These thieno[2,3-b]indole-2,3diones underwent ring expansions when treated with diazomethane and e.g. thieno[2,3-b]indole-2,3-dione 4 gave the thiopyrano derivative 16, after two insertions.

Place, publisher, year, edition, pages
2017. Vol. 73, no 38, 5654-5658 p.
Keyword [en]
Cyclizations, Diazomethane, Indole-2-thiones, Oxalyl chloride, Ring expansions, Thieono[2, 3-b]indole-2, 3-diones
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:ri:diva-31336DOI: 10.1016/j.tet.2017.07.059Scopus ID: 2-s2.0-85027870544OAI: oai:DiVA.org:ri-31336DiVA: diva2:1147600
Available from: 2017-10-06 Created: 2017-10-06 Last updated: 2017-10-06Bibliographically approved

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