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Dimethyl 7-(dimethylamino)-3,4-dihydro-1-(2-oxopropyl)-4-phenylnaphthalene-2,2(1H)-dicarboxylate

Department of Chemistry, Kyonggi University, 154-42, Gwanggyosan-ro, Yeongtong-gu, Suwon 16227, Korea
Academic Editor: Norbert Haider
Molbank 2017, 2017(1), M933;
Received: 10 January 2017 / Revised: 28 February 2017 / Accepted: 1 March 2017 / Published: 3 March 2017
(This article belongs to the Section Organic Synthesis)
A Friedel-Crafts–type ring-opening/intramolecular Michael addition cascade reaction of (E)-4-(3-(dimethylamino)phenyl)but-3-en-2-one with dimethyl 2-phenylcyclopropane-1,1-dicarbo-xylate catalyzed by Yb(OTf)3 has produced a new compound, dimethyl 7-(dimethylamino)-3,4-dihydro-1-(2-oxopropyl)-4-phenylnaphthalene-2,2(1H)-dicarboxylate. This reaction provided diastereoslective trans tetralin (7:3 dr) on the cyclohexyl ring. The structure of the newly synthesized compound was determined using 1H-, 13C-NMR, IR and mass spectral data. View Full-Text
Keywords: tetralin; Friedel-Crafts reaction; Michael addition; cascade reaction tetralin; Friedel-Crafts reaction; Michael addition; cascade reaction
MDPI and ACS Style

Kim, S.-G. Dimethyl 7-(dimethylamino)-3,4-dihydro-1-(2-oxopropyl)-4-phenylnaphthalene-2,2(1H)-dicarboxylate. Molbank 2017, 2017, M933.

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