Catalytic Action of Azolium Salts. VIII. Oxidative Aroylation with Arenecarbaldehydes Catalyzed by 1, 3-Dimethylbenzimidazolium Iodide.

…, C ISHIGURO, K IWAMOTO, T HIGASHINO

Index: Miyashita, Akira; Suzuki, Yumiko; Nagasaki, Izuru; Ishiguro, Chie; Iwamoto, Ken-Ichi; Higashino, Takeo Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 8 p. 1254 - 1258

Full Text: HTML

Citation Number: 53

Abstract

Refluxing of a mixture of benzaldehyde (1a), 1, 3-dimethylbenzimidazolium iodide (7), p- nitroaniline (9b) as an oxidizing agent, and 1, 8-diazabicyclo [5, 4, 0]-7-undecene (DBU) in MeOH afforded methyl benzoate (2a) in good yield. Other methyl arenecarboxylates 2 were similarly obtained from arenecarbaldehydes 1. We showed that this aroylation proceeds via the 2-aroyl-1, 3-dimethylbenzimidazolium salt (8). The 1, 2, 4-triazolium salt (18) and the ...

Related Articles:

The epothilones and related analogues-a review of their syntheses and anti-cancer activities

[Jung, Jae-Chul; Blake Watkins; Avery, Mitchell A. Heterocycles, 2005 , vol. 65, # 1 p. 77 - 94]

Activation of carboxyl groups by diphenyl 2-oxo-3-oxazolinylphosphonate: Facile preparation of versatile reagents, 3-acyl-2-oxazolones

[Kunieda, Takehisa; Higuchi, Tsunehiko; Abe, Yoshihiro; Hirobe, Masaaki Tetrahedron, 1983 , vol. 39, # 20 p. 3253 - 3260]

Reaction of 2??dimethylaminomethylene??1, 3??diones with dinucleophiles. X. synthesis of 5??substituted ethyl or methyl 4??isoxazolecarboxylates and methyl 4??(2, 2?? …

[Schenone, Pietro; Fossa, Paola; Menozzi, Giulia Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 2 p. 453 - 457]

New methods and reagents in organic synthesis. 3. Diethyl phosphorocyanidate: a new reagent for C-acylation

[Shioiri,T.; Hamada,Y. Journal of Organic Chemistry, 1978 , vol. 43, p. 3631 - 3632]

Reaction of 2??dimethylaminomethylene??1, 3??diones with dinucleophiles. X. synthesis of 5??substituted ethyl or methyl 4??isoxazolecarboxylates and methyl 4??(2, 2?? …

[Schenone, Pietro; Fossa, Paola; Menozzi, Giulia Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 2 p. 453 - 457]

More Articles...