Journal
TETRAHEDRON LETTERS
Volume 51, Issue 13, Pages 1690-1692Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.01.079
Keywords
Benzindoles; 2-Tetralone; Acetylene; Domino reaction
Categories
Funding
- President of the Russian Federation [NSH-263.2008.3]
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2-Tetralone, hydroxylamine and acetylene react in the system MOH/DMSO to give 4,5-dihydrobenz[e]indole and its N-vinyl derivatives in up to 41% and 75% (in the case of excess acetylene) yields, respectively. The amount of the alternative regioisomer, N-vinyl-4,9-dihydrobenz[f]indole, does not exceed 2% (GLC-MS), while the corresponding regioisomer of 4,5-dihydrobenz[e]indole is not detectable. (C) 2010 Elsevier Ltd. All rights reserved.
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