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Abstract

1-Amino-3-methylpyridinium mesitylenesulfonate (3) reacts with aromatic nitriles in the presence of potassium hydroxide, undergoing 1,3-dipolar cycloaddition followed by elimination of H₂ to give 2-aryl-8-methyl[1,2,4]triazolo[1,5-a]pyridines as the major products, rather than the 6-methyl isomers.

Keywords

1,3-dipolar cycloaddition fused 1,2,4-triazoles fused pyridines

References

Lerner

L.J.

, Garminati

, Carminati

and Mosca

M.C.

, Nature, 1975, 256, 130.

Galliani

, Gallico

, Cattaneo

and Assandri

, Arzneim.-Forsch./Drug Res., 1980, 30(I), 972.

Galliani

, Lerner

L.J.

, Caramel

, Maraschin

, Nani

and Nava

, Arzneim.-Forsch./Drug Res., 1982, 32(I), 123.

Galliani

, Cristina

, Guzzi

, Omodei-Salé

and Assandri

, J. Pharmacobio-Dyn, 1982, 5, 55.

Galliani

and Omodei-Salé

, J. Small Anim. Pract, 1982, 23, 295.

Toshihiko

, Massaki

, Yasunobu

and Emiko

, Chem. Pharm. Bull., 1966, 14, 506.

Potts

K.T.

, Burton

H.R.

and Bhattacharyya

, J. Org. Chem, 1966, 31, 260.

Huisgen

, Angew. Chem. Internat. Edn, 1963, 2, 633.

Huisgen

, J. Org. Chem, 1968, 33, 2291.

10.

Tamura

, Minamikawa

, Miki

and Ikeda

, Tetrahedron Lett., 1972, 40, 4133.

Regioselection in 1,3-Dipolar Cycloadditions of 3-Methylpyridine N -Imide to Aromatic Carbonitriles. Synthesis of 2-Aryl-8-Methyl[1,2,4]Triazolo [1,5- a ]Pyridines †

Abstract

Keywords

References