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Molbank 2017, 2017(1), M933; doi:10.3390/M933

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
Received: 10 January 2017 / Revised: 28 February 2017 / Accepted: 1 March 2017 / Published: 3 March 2017
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [470 KB, uploaded 3 March 2017]   |  

Abstract

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
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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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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