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Molecules 2012, 17(5), 5081-5094; doi:10.3390/molecules17055081
Article

A Convenient One-Pot Preparation of 2-Methyl-3-(phenylthio- methyl)quinolines from Morita-Baylis-Hillman Adducts and Their Oxidation to the Corresponding Sulfones

, , ,  and *
Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 116, Taiwan
* Author to whom correspondence should be addressed.
Received: 7 March 2012 / Revised: 19 April 2012 / Accepted: 20 April 2012 / Published: 3 May 2012
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Abstract

A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl)quinolines from Morita-Baylis-Hillman adducts via conjugate addition of thiols followed by reductive cyclization with Fe/AcOH was developed. The 2-methyl-3-(phenylthiomethyl)quinolines were transformed into 2-methyl-3-(phenylsulfonylmethyl)quinolines via m-CPBA-mediated oxidation.
Keywords: one-pot procedure; Morita-Baylis-Hillman adducts; quinolines; reductive cyclization; Fe/AcOH one-pot procedure; Morita-Baylis-Hillman adducts; quinolines; reductive cyclization; Fe/AcOH
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

Ramesh, C.; Lei, P.-M.; Kavala, V.; Kuo, C.-W.; Yao, C.-F. A Convenient One-Pot Preparation of 2-Methyl-3-(phenylthio- methyl)quinolines from Morita-Baylis-Hillman Adducts and Their Oxidation to the Corresponding Sulfones. Molecules 2012, 17, 5081-5094.

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