Structure and some reactions of condensation products of methyl cyclopropyl ketone

Conclusions The structure of the products of the condensation of methyl cyclopropyl ketone on basic catalysts was established, and some of their properties were studied.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 896–901, April, 1972.The authors express their gratitude to E. D. Lubuzh and A. I. D'yachenko for assistance in making the spectral and chromotographic analyses, and also to A. A. Zelenetska and A. B. Skvortsova for running the oximination.     

Synthesis and some reactions of isopropenyloxirane

A convenient method for the synthesis of isopropenyloxirane by dehydrohalogenation of halohydrins obtained by isomerization of 1-halo-3-methyl-2,3-epoxybutanes was developed. The reactions of isopropenyloxirane with alcohols, water, secondary amines, hydrogen halides, dichlorocarbene, acetic acid anhydrides, and Grignard reagents were studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 450–457, April, 1985.     

Structure and reactions of photothebainehydroquinone

The structure of photothebainehydroquinone, which was obtained by unsensitized irradiation with UV light of thebainequinone (1) or thebainehydroquinone (2) has been shown by X-ray crystallography to be 3a, which arises from 2 through a di-π-methane to vinylcyclopropane rearrangement. Treatment of 3a with acid gave 5a, 6a, 5b and probably 6b. Studies using DCl showed that the opening of the cyclopropane in 3a to give 5a, 5b, and 6a involved ‘end-on’ approach of the D⁺. The mechanisms of the reactions are discussed.     

Carbon suboxide and some of its reactions

Reaction of carbon suboxide with a number of 2-aminopyrimidines gives compounds which are considered to be 2, 3-(dioxotetrahydropyrimido)pyrimidines or 1, 2-(dioxotetrahydropyrimido)pyrimidines.For Part XX see [4].     

Carbon suboxide and some of its reactions

The reaction of carbon suboxide with a number of 2-amino-1,3,4-thiadiazoles has given the corresponding pyrimido[1,2-b]-1,3,4-thiadiazoles     

Synthesis and reactions of some heterocyclic azacyanines

The one-step reaction of some amino-substituted heterocycles with diiodomethane to give azacyanines is reported. This useful reaction is of wider application than initially reported and includes the synthesis of new substituted pyrido-, isoquino-, benzimadazo-, and benzothiazoazacyanines 7. Furthermore, treatment of these azacyanines with base generally affects a facile opening of the dihydrotriazinium ring resulting in the formation of new heterocycles 10, 11, and 12, which would be difficult to prepare by other means. This reaction takes an additional direction in the case of halo-substituted azacyanines 7b/c/d where treatment with base gives rise to new interesting derivatives of dipyridotriazines 14b/c/d.     

Synthesis and some reactions of 3-formylquinuclidine

3-Formylquinuclidine is synthesized and converted to 3-hydroxymethylquinuclidine, ß-(quinuclidyl-3) acrylic, and ß-(quinuclidyl-3) propionic acids.We would like to thank L. I. Zakharinka, V. V. Gavrilenko, and D. N. Masina for help and advice in the reduction of ethyl quinuclidine-3-carboxylate by sodium aluminum hydride.     

Carbon suboxide and some of its reactions

The reaction of carbon suboxide with a number of oxazolidines is investigated, and a number of previously undescribed oxazolidines malonated at the nitrogen atom are obtained. A structure for them is proposed.     

Carbon suboxide and some of its reactions

Reaction of carbon suboxide with some 2-aminobenzimidazoles is investigated, and some corresponding 2, 3-(dioxotetrahydropyrimido) benzimidazoles obtained, which arylate to enol form derivatives.For Part XXIII see [3].     

Preparation and some reactions of halomagnesium diorganocuprates

Bromomagnesium diphenylcuprate and iodomagnesium dimethylcuprate have been prepared, and their thermal stability and some of their reactions investigated. In diethyl ether, 50% of the BrMgPh₂Cu decomposes in 12h at room temperature and 50% of the IMgMe₂Cu decomposes at 0°C in 14 but the cuprates are more stable in THF at or below 0°C. They react with acid chlorides to give 16–76% yields of the corresponding ketones. With bromine and iodine, BrMgPh₂Cu gives bromobenzene and iodobenzene in 56 and 48% yield, respectively. Oxidation of BrMgPh₂Cu with nitrobenzene or copper(II) chloride gives, respectively, 61 and 34% of biphenyl. Reaction of BrMgPh₂Cu with acetic or benzoic anhydride yields 46–55% of the corresponding ketone and 34–37% of the corresponding carboxylic acids.