A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl) quinolines from morita-baylis-hillman adducts and their oxidation to the corresponding sulfones

Chintakunta Ramesh; Po Min Lei; Veerababurao Kavala; Chun Wei Kuo; Ching Fa Yao

doi:10.3390/molecules17055081

A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl) quinolines from morita-baylis-hillman adducts and their oxidation to the corresponding sulfones

Chintakunta Ramesh, Po Min Lei, Veerababurao Kavala, Chun Wei Kuo, Ching Fa Yao

Department of Chemistry

Research output: Contribution to journal › Article

5 Citations (Scopus)

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

Original language	English
Pages (from-to)	5081-5094
Number of pages	14
Journal	Molecules
Volume	17
Issue number	5
DOIs	https://doi.org/10.3390/molecules17055081
Publication status	Published - 2012 May 1

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Keywords

Fe/AcOH
Morita-Baylis-Hillman adducts
One-pot procedure
Quinolines
Reductive cyclization

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

Cite this

Ramesh, C., Lei, P. M., Kavala, V., Kuo, C. W., & Yao, C. F. (2012). A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl) quinolines from morita-baylis-hillman adducts and their oxidation to the corresponding sulfones. Molecules, 17(5), 5081-5094. https://doi.org/10.3390/molecules17055081

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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",

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Access to Document

10.3390/molecules17055081