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101152-88-9

101152-88-9

Identification

Synonyms:4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

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Relevant articles and documentsAll total 1 Articles be found

Alkynyl Acylammoniums as Electrophilic 3C Synthons in a Formal [3 + 3] Annulation: Access to Functionalized 4H-Pyran-4-ones

Dong, Shuding,Fang, Chao,Tang, Weifang,Lu, Tao,Du, Ding

supporting information, p. 3882 - 3885 (2016/08/16)

Alkynyl acylammoniums generated in situ from alkynyl acids are first used as electrophilic 3C synthons in a formal [3 + 3] annulation with 1,3-dicarbonyl compounds for regioselective synthesis of functionalized 4H-pyran-4-ones via a 4-(dimethylamino)pyrid

Process route upstream and downstream products

Process route

methyl 4-oxo-2,6-diphenyl-4H-pyran-3-carboxylate
875232-10-3

methyl 4-oxo-2,6-diphenyl-4H-pyran-3-carboxylate

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

Conditions
Conditions Yield
methyl 4-oxo-2,6-diphenyl-4H-pyran-3-carboxylate; With sodium hydroxide; In tetrahydrofuran;
With hydrogenchloride; In tetrahydrofuran; pH=3;
75%
phenylpropyolic acid
637-44-5

phenylpropyolic acid

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: 1,1'-carbonyldiimidazole; dmap; sodium hydroxide; scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 80 °C / Molecular sieve
2.1: sodium hydroxide / tetrahydrofuran
2.2: pH 3
With dmap; 1,1'-carbonyldiimidazole; sodium hydroxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; 1,2-dichloro-ethane;
Multi-step reaction with 3 steps
1.1: thionyl chloride / 2 h / Reflux
2.1: dmap; scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 80 °C
3.1: sodium hydroxide / tetrahydrofuran
3.2: pH 3
With dmap; thionyl chloride; sodium hydroxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; 1,2-dichloro-ethane;
phenylpropiolyl chloride
7299-58-3

phenylpropiolyl chloride

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: dmap; scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 80 °C
2.1: sodium hydroxide / tetrahydrofuran
2.2: pH 3
With dmap; sodium hydroxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; 1,2-dichloro-ethane;
3-benzoyl-4-methoxy-6-phenyl-pyran-2-one
110654-21-2

3-benzoyl-4-methoxy-6-phenyl-pyran-2-one

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

Conditions
Conditions Yield
With potassium hydroxide;
3-benzoyl-6-phenylpyran-2,4-dione
602-98-2

3-benzoyl-6-phenylpyran-2,4-dione

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

Conditions
Conditions Yield
With phosphorus pentachloride; trichlorophosphate; Behandeln des Reaktionsprodukts mit Schwefelsaeure bei 130-150grad;
3-benzoyl-6-phenylpyran-2,4-dione
602-98-2

3-benzoyl-6-phenylpyran-2,4-dione

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: diethyl ether
2: aqueous methanol. KOH-solution
With potassium hydroxide; diethyl ether;
4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid
101152-88-9

4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-4-oxo-2,6-diphenyl-4H-pyran-3-carboxamide

N-(4-methoxyphenyl)-4-oxo-2,6-diphenyl-4H-pyran-3-carboxamide

Conditions
Conditions Yield
4-oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 0.0833333h;
4-methoxy-aniline; In tetrahydrofuran;
99%

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