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Reactions of 2-lithiated indoles with elemental sulfur. Formation of pentathiepino[6,7-b]indoles and indoline-2-thiones
Södertörn University, Avdelning Naturvetenskap. Karolinska Institute.
Södertörn University, Avdelning Naturvetenskap. Karolinska Institute.
2001 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 57, no 33, 7185-7189 p.Article in journal (Refereed) Published
Abstract [en]

The reactions of 2-lithiated indole and 1-methylindole with elemental sulfur have been studied, leading e.g. to a rational approach to pentathiepino[6,7-b]indoles 5 and 10. Notable amounts of the previously known tetrathiocino[5,6-b:8,7-b ' ]diindole 11 could be observed as a side reaction in the preparation of 10. Treatment of the anions of indoline-2-thiones 6 or 7 with sulfur also gave the pentathiepins 5 or 10, respectively. In addition, a convenient and clean lithiation route to indoline-2-thione (6) has been developed.

Place, publisher, year, edition, pages
2001. Vol. 57, no 33, 7185-7189 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:sh:diva-15851DOI: 10.1016/S0040-4020(01)00660-3ISI: 000170446800014Scopus ID: 2-s2.0-0035855317OAI: oai:DiVA.org:sh-15851DiVA: diva2:509236
Available from: 2012-03-12 Created: 2012-03-09 Last updated: 2014-04-17Bibliographically approved

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