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Molecules 2010, 15(11), 7742-7749; doi:10.3390/molecules15117742
Communication

α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one

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Received: 9 September 2010; in revised form: 27 October 2010 / Accepted: 28 October 2010 / Published: 29 October 2010
(This article belongs to the Section Organic Synthesis)
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Abstract: Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones 3-13, providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4-tetrahydroquinoline core.
Keywords: tetrahydroquinoline; electrophilic substitution; anti-diabetic agents tetrahydroquinoline; electrophilic substitution; anti-diabetic agents
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.

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MDPI and ACS Style

Sébastien, B.; Jérôme, G.; Marie-Claude, V.-M. α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one. Molecules 2010, 15, 7742-7749.

AMA Style

Sébastien B, Jérôme G, Marie-Claude V-M. α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one. Molecules. 2010; 15(11):7742-7749.

Chicago/Turabian Style

Sébastien, Bouclé; Jérôme, Guillard; Marie-Claude, Viaud-Massuard. 2010. "α-Lithiation and Electrophilic Substitution of 1,4,4-Trimethyl-3,4-dihydroquinolin-2-one." Molecules 15, no. 11: 7742-7749.



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