有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
51 巻, 3 号
選択された号の論文の6件中1~6を表示しています
  • 稲木 良昭
    1993 年 51 巻 3 号 p. 188-202
    発行日: 1993/03/01
    公開日: 2009/11/16
    ジャーナル フリー
    Pyrimidine derivatives were found to be applicable to photoresists for microelectronics. This paper deals with synthesis and photochemistry of pyrimidine derivatives, and application to photoresists. Intermolecular photodimerization of pyrimidine bases in the side chains of various polymeric and dimeric compounds upon irradiation of UV light (270 nm) led to photocrosslinking of the polymer chains or photopolymerization of the dimeric compounds. These materials can be used as deep-UV negative type photoresists. On the other hand, the polymers containing thymine photodimers in the main chain underwent dissociation of the thymine photodimers upon irradiation to UV light (250 nm), leading to breakage of the polymer chains. These polymers could be used as positive type photoresists and high resolution (0.3μm) was demonstrated. Tautomerism of pyrimidine was also applied to a chemical amplification photoresist system. Polymers containing 2, 4-dialkoxypyrimidine derivatives that is an enol form of uracil were high sensitive deep-UV, and EB chemical amplification resists.
  • 江口 昇次, 岡野 孝
    1993 年 51 巻 3 号 p. 203-211
    発行日: 1993/03/01
    公開日: 2010/01/28
    ジャーナル フリー
    Recent advances in synthetic method of heterocyclic compounds by aza-Wittig reaction, i.e., the imination using iminophosphoranes, are here reviewed. Examples are systematically presented depending on the direct cyclization route by intramolecular aza-Wittig reaction, or the sequential route via intermolecular aza-Wittig reaction, followed by various types of cyclizations such as electrocyclic reaction, Diels-Alder cycloaddition, and nucleophilic heterocyclization etc. The feasibility of this method in synthesis of nitrogen-heterocycles is emphasized in this review.
  • 赤阪 健, 安藤 亘
    1993 年 51 巻 3 号 p. 212-222
    発行日: 1993/03/01
    公開日: 2009/11/16
    ジャーナル フリー
    Recent works on photosensitized oxygenation of organosulfur compounds are reviewed. In singlet oxygen oxidation of the designed sulfur compounds, the active oxidizing species much stronger than singlet oxygen itself and primary intermediates such as persulfoxide and thiadioxirane are formed as secondary intermediates, in which new types of active oxidizing species such as peroxysulfenic acid, S-hydroperoxysulfonium ylide, S-hydroperoxysulfurane and bis (alkanesulfenyl) peroxide are reported. These active oxidizing species can be used for an effective epoxidation of olefins. The current research interests in photosensitized oxygenation of organoselenium and organophosphorus compounds are also presented.
  • 今本 恒雄
    1993 年 51 巻 3 号 p. 223-231
    発行日: 1993/03/01
    公開日: 2009/11/16
    ジャーナル フリー
    New methods for the synthesis of phosphine-boranes including optically active ones have been established. Diphenylphosphine-borane and methyldiphenylphosphine-borane reacted with various electrophiles to give phosphine-borane derivatives having a functional group. Diastereomerically pure secondary phorphine-boranes, (Sp) -and (Rp) -menthyloxyphenylphosphine-boranes, were prepared from dichlorophenylphosphine. These secondary phosphine-boranes underwent stereospecific alkylation and arylation reactions. The phosphorus-oxygen bond of the resulting phosphine-boranes was reductively cleaved by lithium naphthalenide in an almost quantitative yield with virtually net retention of configuration. A new and efficient route to bidentate phosphine ligands with homochiral phosphine center has been established on the basis of these stereochemical studies on the substitution reactions at chiral phosphorus. Functionalizations of the boranato group of phosphine-boranes have been investigated. Trialkylphosphine-boranes reacted with methanesulfonic acid or trifluoromethanesulfonic acid with evolution of hydrogen The resulting sulfonates were subjected to nucleophilic substitution reactions with various nucleophiles including carbon nucleophiles. A new phosphine-borane having a P-B-P-B-P-B-P-B bond linkage was synthesized.
  • 宇根山 健治
    1993 年 51 巻 3 号 p. 232-246
    発行日: 1993/03/01
    公開日: 2010/01/28
    ジャーナル フリー
    Monofluorination is mainly classified into two types of reactions; electrophilic and nucleophilic fluorinations. Preparations of monofluorinated compounds by the use of monofluorocarbene intermediates and monofluorinated building blocks are also summarized. Recent.development of difluorination via difluorocarbene, substituted difluoromethyl radicals, transformations of carbonyl and methylene groups to difluoromethylene group along with utilization of the difluoromethylated building blocks has been reviewed.
  • 稲木 良昭, 今本 恒雄, 赤阪 健
    1993 年 51 巻 3 号 p. 247
    発行日: 1993/03/01
    公開日: 2009/11/16
    ジャーナル フリー
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