1,3-Oxazines and Related Compounds. XIII. Reaction of Acyl Meldrum's Acids with Schiff Bases Giving 2,3-Disubstituted 5-Acyl-3,4,5,6-tetrahydro-2H-,3-oxazine-4,6-diones and 2,3,6-Trisubstituted 2,3-Dihydro-1,3-oxazin-4-ones(Organic,Chemical)
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概要
- 論文の詳細を見る
The reactions of Schiff bases (2) with various acyl Meldrum's acids (1) were investigated. Refluxing of 1 and 2 in benzene caused an exchange reaction of the acetone moiety of 1 with the Schiff base moiety through the intermediate acylketenes 11 formed in situ from 1 to give 2,3-disubstituted 5-acyl-3,4,5,6-tetrahydro-2H-1,3-oxazine-4,6-diones (3). The oxazindiones 3 under-went thermal conversion to afford 2,3,6-trisubstituted 2,3-dihydro-1,3-oxazin-4-ones (4) in good yield. The intermediates 11 were found to be formed by thermal cleavage of both 1 and 3.
- 公益社団法人日本薬学会の論文
- 1987-05-25
著者
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山本 豊
Tohoku College of Pharmacy
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渡辺 幸喜
Tohoku College of Pharmacy
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OHNISHI SHUHEI
Tohoku College of Pharmacy
関連論文
- Simple and Mild Method for Preparation of α-Pyridinecarboxylates and α-Pyridyl Ketones via Trimethylstannyl Derivatives
- Studies on Organometallic Compounds. VII. Reaction of Di-tert-butyl Dicarbonate with α-Trialkylstannyl Derivatives of Pyridine, Quinoline, and Isoquinoline
- 1,3-Oxazines and Related Compounds. XII. : Facile Synthesis of 2,4-Disubstituted 6H-1,3-Oxazin-6-ones
- 1,3-Oxazines and Related Compounds. X. Ring Transformation of 1,3-Oxazin-4-ones into Pyridine Derivatives
- 1,3-Oxazines and Related Compounds. VIII. Reaction of 6-Methyl-2-phenyl-4H-1,3-oxazin-4-one with Lactams and Their Derivatives
- 1,3-Oxazines and Related Compounds. VI. Synthesis and Some Reactions of 2,6-Disubstituted 4H-1,3-Thiazin-4-ones
- 1,3-Oxazines and Related Compounds. V. N-Acylacetylation of Carboxamides with the Diketene-Halotrimethylsilane System or Acyl Meldrum's Acids
- 1,3-Oxazines and Related Compounds. XIV. Facile Synthesis of 2,3,6-Trisubstituted 2,3-Dihydro-1,3-oxazine-5-carboxylic Acids and 1,4-Disubstituted 3-Acyl-β-lactams from Acyl Meldrum's Acids and Schiff Bases(Organic,Chemical)
- 1,3-Oxazines and Related Compounds. XIII. Reaction of Acyl Meldrum's Acids with Schiff Bases Giving 2,3-Disubstituted 5-Acyl-3,4,5,6-tetrahydro-2H-,3-oxazine-4,6-diones and 2,3,6-Trisubstituted 2,3-Dihydro-1,3-oxazin-4-ones(Organic,Chemical)
- Studies on Organometallic Compounds. III. Reaction of Trimethylstannylazines with Acyl Chlorides. A Novel C-C Bond Formation of Pyridine Nuclei
- Studies on Organometallic Compounds. II. Facile and Convenient Method for the Synthesis of Iodoazines through Iododestannation of Trimethylstannylazines
- 1,3-Oxazines and Related Compounds. II. Ring Contraction Reaction of 1,3-Oxazin-4-one Derivatives into 1,2,4-Triazoles and Pyrazoles
- Studies on Organometallic Compounds. I. Insertion Reaction of Diketene into N-Si Bond of Silylated Amides