e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synthesis and reaction of 6??substituted 3??methoxycarbonyl??4??methylthio??2H??pyran??2??one derivatives

Y Tominaga, A Ushirogochi…

Index: Tominaga, Yoshinori; Ushirogochi, Atsuyuki; Matsuda, Yoshiro Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 1557 - 1567

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Citation Number: 82

Abstract

Abstract Reaction of aryl and styryl methyl ketones 1a-m with dimethyl bis (methylthio) methylenemalonate (2) in the presence of potassium hydroxide in dimethyl sulfoxide gave the corresponding methyl 6-aryl-and 6-styryl-4-methylthio-2-oxo-2H-pyran-3-carboxylates 3a-m.

6-(3,4-dimethoxyphenyl)-4-(methylthio)-2H-pyran-2-one Structure

6-(3,4-dimethox...

~47%

6-(1,3-benzodioxol-5-yl)pyran-2-one Structure

6-(1,3-benzodio...

3,4-Dimethoxyacetophenone Structure

3,4-Dimethoxyac...

~%

6-(1,3-benzodioxol-5-yl)pyran-2-one Structure

6-(1,3-benzodio...

Acetophenone Structure

~%

6-phenylpyran-2-one Structure

6-phenylpyran-2-one

6-phenyl-4-methylsulfanyl-2-oxo-2H-pyran Structure

6-phenyl-4-meth...

~42%

6-phenylpyran-2-one Structure

6-phenylpyran-2-one

methyl 4-hydroxy-2-oxo-6-phenyl-2H-pyran-3-carboxylate Structure

methyl 4-hydrox...

~91%

4-HYDROXY-6-PHENYL-PYRAN-2-ONE Structure

4-HYDROXY-6-PHE...

Acetophenone Structure

~%

4-HYDROXY-6-PHENYL-PYRAN-2-ONE Structure

4-HYDROXY-6-PHE...

methyl 4-methylsulfinyl-2-oxo-6-phenyl-2H-pyran-3-carboxylate Structure

methyl 4-methyl...

~%

4-HYDROXY-6-PHENYL-PYRAN-2-ONE Structure

4-HYDROXY-6-PHE...

methyl 6-(benzo[d][1,3]dioxol-5-yl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylate Structure

methyl 6-(benzo...

~72%

2H-Pyran-2-one,6-(1,3-benzodioxol-5-yl)- 4-methoxy- Structure

2H-Pyran-2-one,...

3,4-Dimethoxyacetophenone Structure

3,4-Dimethoxyac...

~%

2H-Pyran-2-one,6-(1,3-benzodioxol-5-yl)- 4-methoxy- Structure

2H-Pyran-2-one,...

methyl 4-methoxy-6-phenyl-2-oxo-2H-pyran-3-carboxylate Structure

methyl 4-methox...

~91%

2H-Pyran-2-one,4-methoxy-6-phenyl- Structure

2H-Pyran-2-one,...

Acetophenone Structure

~%

2H-Pyran-2-one,4-methoxy-6-phenyl- Structure

2H-Pyran-2-one,...

methyl 4-methylsulfinyl-2-oxo-6-phenyl-2H-pyran-3-carboxylate Structure

methyl 4-methyl...

~%

2H-Pyran-2-one,4-methoxy-6-phenyl- Structure

2H-Pyran-2-one,...

One-step synthesis of α-pyrones from acyl chlorides by the S...

[Thibonnet, Jerome; Abarbri, Mohamed; Parrain, Jean-Luc; Duchene, Alain The Journal of organic chemistry, 2002 , vol. 67, # 11 p. 3941 - 3944]

Simple and efficient synthesis of 3, 4-dihydro-2-pyridones v...

[Gong, Young Dae; Tanaka, Hiroko; Iwasawa, Nobuharu; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 9 p. 2181 - 2185]

Simple and efficient synthesis of 3, 4-dihydro-2-pyridones v...

[Gong, Young Dae; Tanaka, Hiroko; Iwasawa, Nobuharu; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 9 p. 2181 - 2185]

Simple and efficient synthesis of 3, 4-dihydro-2-pyridones v...

[Gong, Young Dae; Tanaka, Hiroko; Iwasawa, Nobuharu; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 9 p. 2181 - 2185]

Simple and efficient synthesis of 3, 4-dihydro-2-pyridones v...

[Gong, Young Dae; Tanaka, Hiroko; Iwasawa, Nobuharu; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 9 p. 2181 - 2185]