Asymmetric 1,3-Dipolar Cycloaddition Reactions

Chem. Pharm. Bull.(オピニオン)

Recent developments in the chemistry of enaminones

Synthesis of heterocycles from alkyl 3-(dimethylamino)propenoates and related enaminones.

Compounds, pharmaceuticals, kits and methods are provided for use with DPP-IV and other S9 proteases that comprise a compound comprising: 
wherein M is N or CR 4 ; Q 1 and Q 2 are each independently selected from the group consisting of CO, SO, SO 2 , and C═NR 9 ; and each L, X, R 1 , R 2 , and R 3 are as defined herein.

Dipeptidyl peptidase inhibitors

1,3-Dipolar cycloadditions of diazoalkanes to pyridazine derivatives. Thermal 1,5-sigmatropic rearrangement of methyl groups in 3,3-dimethyl-3H-pyrazolo[3,4-d]pyridazine derivatives

Some new aplysinopsin analogues were prepared by a simple coupling of N , N -(dimethylamino)methylidene substituted hydantoin, thiohydantoin, and thiazolone derivatives, with indole derivatives. Configuration around the exocyclic CC double bond was determined on the basis of long-range heteronuclear coupling constants using 2D HMBC correlation technique.

A Simple Synthesis of Aplysinopsin Analogues by Dimethylamine Substitution in N,N‐(Dimethylamino)methylidene Derivatives of Five‐Membered Heterocycles.

Transformations of phenylhydrazones of dialkyl 2-oxo-propane-1,3-dicarboxylate and of ethyl acetoacetate in concentrated sulfuric acid

Reactions of 1-cyano-4-oxo-4H-quinolizine-3-diazonium tetrafluoroborate (la) and 4-oxo-4H-pyridino[1,2-a]pyrimidine-3-diazonium tetrafluoroborate (1b) with aliphatic amines 2a-g were studied. Treatment of heteroaryldiazonium salts 1 with secondary amines 2a-d afforded the corresponding N-alkyl-N'-heteroaryltriazenes 3a-h in high yields. On the other hand, reactions of la with aliphatic primary amines 2e-g resulted in an unexpected rearrangements into the corresponding picolinic acid N-alkylcarboxamides 4a-c.

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Branko Stanovnik

Papers

1,3-Dipolar cycloadditions of diazoalkanes to pyridazine derivatives. Thermal 1,5-sigmatropic rearrangement of methyl groups in 3,3-dimethyl-3H-pyrazolo[3,4-d]pyridazine derivatives

A Simple Synthesis of Aplysinopsin Analogues by Dimethylamine Substitution in N,N‐(Dimethylamino)methylidene Derivatives of Five‐Membered Heterocycles.

Transformations of phenylhydrazones of dialkyl 2-oxo-propane-1,3-dicarboxylate and of ethyl acetoacetate in concentrated sulfuric acid

Reactions of Quinolizine- and Pyridino(1,2-a)pyrimidine-3-diazonium Tetrafluoroborates with Aliphatic Amines*

A New Approach to 5H-Pyrrolo-[3,2-d]pyrimidines (9-Deazapurines) from 3-Aminopyrrole-2-carboxylates