坂本 昌巳

3-ヒドロキシ-8 (9) -p-メンテン-8-カルボン酸 (2) をピリジンジクロメイトで酸化して3-オキソ-8 (9) -p-メンテン-8-カルボン酸 (3) を得た。 (3) を酢酸アンモニウムとシアノトリヒドロボレイトによる還元的アミノ化によって3-アミノ-8 (9) -p-メンテン-8-カルボン酸 (4) とし, (4) を活性アルミナで環化して新しい環状テルペン系アミド, 4-メチル-9-メチレン-7-アザビシクロ [4.3.0] ノナン-8-オン (5) を合成した。

By reaction with 1,1,2,3,3,3-hexafluoropropyldiethylamine (PPDA), various monoesters of ethylene glycol gave a mixture of corresponding monofluorides and 2,3,3,3-tetrafluoropropionate esters. The antimicrobial properties of these fluorine compounds for a spent coolant were examined. © 1987.

N-Benzoylformyl α,β-unsaturated amides (1) underwent photochemical intramolecular [2 + 2]cycloaddition to produce bicyclic imides, 1-phenyl-6-oxa-3-azabicyclo[3.1.1]pentane-2,4-diones (2), in good yield. Quantum yields for reaction of N-benzyl, N-(p-tolyl), and N-(2,6-xylyl)-N- benzoylformylmethacrylamide were 0.56, 0.04, and 0.10, respectively.

Piperazinetetrone may be viewed as a composite of two imides, i.e., a cyclic diimide.1 It is well-known that adicarbonyl compounds exhibit considerably different photochemical behavior from that of monocarbonyl compounds.2 Therefore, the photochemical reactions of piperazinetetrones are of interest in connection with that of the extensively investigated cyclic imides.3 It has been recently reported that N,N’-dimethyl-piperazinetetrone (la) undergoes decarbonylation on irradiation to give N,N-dimethylimidazolidinetrione.4 In relation to our previous studies on photochemical reactions of nitrogencontaining -dicarbonyl compounds,5 we now report photochemical hydrogen abstraction of N,N’-dialkylpiperazinetetrones. © 1986, American Chemical Society. All rights reserved.

Summary: Photolysis of N-acylthiobenzamides in benzene gave thioketones via anovel photorearrangement involving 1, 2-thiobenzoyl shift the formation of the products was explainable in terms of β-hydrogen abstraction by the thiocarbonyl group. © 1984, American Chemical Society. All rights reserved.

N-Akyl and N,N-Dialkylimidazolidinetriones undergo intramolecular hydrogen abstraction on irradiation to give elimination, intramolecular disproportionation, and cyclization products. © 1984.

Irradiation of N-(thiobenzoyl)methacrylamides in benzene gave thietan-fused β-lactams in good yields, and these were converted to other β-lactams by reduction or oxidation. © 1984, American Chemical Society. All rights reserved.

The photochemical reactions of N,N-dialkyl α-oxoamides adsorbed on silica gel were similar to those in acidic methanol, which indicated that the acidity of silanol groups on the surfaces of silica gel played important roles. The photolysis of the amides on alumina resembled those in methanol. The results of the photoreactions also suggested the absence of strong constraint upon the molecular motions of the amides adsorbed on these adsorbents.

Photolysis of N-benzoylformyl-N-(phenylthiocarbonyl)amines gave 5-(phenylthio)oxazolidine-2,4-diones which were produced by cyclization involving 1,4-phenylthio migration, accompanied by dimeric products (3) and diphenyl disulfide. © 1983.

Solid state photolysis of inclusion molecular complexes of N,N-dialkylpyruvamides with desoxycholic acid gives the corresponding β-lactams which are not obtained in the corresponding photoreaction of the pyruvamides in solution.

Irradiation of bis(phenylglyoxyloyl)alkylamines leads to cyclisation involving a 1,5-benzoyl shift and the formation of the corresponding 1-alkyl-3-benzoyloxy-3-phenylazetidine-2,4-diones.