著者
名倉 和彦 井上 亮太 高井 淳朗 杉安 和憲 竹内 正之
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.76, no.3, pp.200-208, 2018-03-01 (Released:2018-03-07)
参考文献数
41

π-Conjugated molecules and polymers are expected to have a variety of applications in organic electronics. Control over how these π-conjugated systems stack in the solid state is crucial for utilization of their desirable photophysical and electrical properties. Some molecules need to be designed with enhanced π-stacking abilities, whereas others might display novel properties as a result of restricting their π-stacking abilities. Furthermore, π-conjugated molecules or polymers that display partial π-stacking are of interest for potential new applications because of the synergy of the contrasting properties of stacked and isolated π-conjugated systems. Here, we highlight recent progress in molecular design to control π-stacking, with a particularly focus on the redox properties of these unique molecular systems.
著者
蒲地 保子 工藤 忠宏
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.52, no.4, pp.285-294, 1994-04-01 (Released:2010-01-28)
参考文献数
14
被引用文献数
10 16

Recent study in this laboratory is reviewed The single electron donor ability of samarium diiodide (SmI2) can be enhanced with ligands around of Sm (II) when a sufficient electron is supplied from ligands. Mechanistic consideration of this enhancement led us to find that carboxylic acid, ester, amide, nitrile and the other functionalities were rapidly reduced with SmI2 in the presence of base, acid and water as ligands at room temperature in good yields. Particularly, these systems reduced directly carboxylic acid into alcohol and SmI2-85% phosphoric acid system reduced aromatic primary amide to aldehyde in good yield Pyridines were similarly reduced to piperidines with SmI2-base or water system and aromatic nucleus of phenol derivatives was rapidly reduced with SmI2-base system Furthermore, carboxylic acid, ester, amide and nitrile were rapidly reduced with Sm or Yb metal-hydrochloric acid system.The striking characteristic of these reduction is mild conditions, short reaction time (within a few secondsminutes), high yield of reductive products and one pot reaction with facile method.
著者
荒巻 吉孝
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.75, no.9, pp.965-966, 2017-09-01 (Released:2017-09-07)
参考文献数
13
被引用文献数
1

Organocatalyst realizes high yield and high selectivity by using non-covalent bond interactions. In these interactions, anion-π interaction which works between π-acidic surfaces and anions has been conducted to organocatalyst recently since a first report by Matile in 2013. Here, the recent development of anion-π catalysis is introduced from the viewpoints of stabilization mechanism of anionic transition states.
著者
石原 孝
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.50, no.4, pp.347-356, 1992-04-01 (Released:2009-11-16)
参考文献数
68
被引用文献数
15 16

Recently, highly efficient and selective methods for constructing various types of organic fluorine compounds have been demanded both in organic synthesis and in organofluorine synthesis. In view of the high versatility of enolate intermediates, fluorine-containing enolates-particularly those bearing a fluorine and/or perfluoroalkyl (Rf) group at the carbon center of their ambident anionic structure-are one of the most useful building blocks capable of synthesizing a variety of molecules which are fluorine-substituted regioselectively and/or stereoselectively. This review describes the generation methods and the reactions of, β-monofluorinated, β, β-difluorinated, β-perfluoroalkylated, β-fluoro-β-perfluoroalkylated, and perfluorinated enolates, together with their applications to the synthesis of the fluoro derivatives of biologically active compounds.
著者
安達 直義 萩原 昭二
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.11, no.1, pp.2-28, 1953

色彩を科学的に数値を以つて表示することは比較的近年の発達であり照明, 天然色寫眞並に印刷を始め染料, 顔料, 染色加工品, その他色を取り扱う分野に極めて重要な役割を占めるに至つた. 既にアメリカその他の国ではこの表示法は実用化された今日海外貿易の立場からも極めて大切であり我国においても日本工業規格の「色の表示方法」が昭和27年制定された。本綜説は色彩表示に関し大体1941年頃から最近に至る発展を成るべく李易に解説したものであり, 下記の図書の内容程度については既に充分の理解を有していることを前提として書いた. 色彩に関係する人々に寄与し且つ前記工業規格の具体的応用の進展に段立ち得れば幸である.<BR>1. Arthur O. Hardy; <I>Handbook of Colorimetry</I> (1936) 邦訳吉城肇蔚訳測色学 (昭和19年)<BR>本書は1935年頃迄の測色学の発展程度である. 乳財団法人日本色彩研究所著色の標準 (昭和26年) 本書中の色の標準解説は1943年頃迄の発展程度である.
著者
石原 一彰
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.75, no.2, pp.98-110, 2017-02-01 (Released:2017-04-06)
参考文献数
60
被引用文献数
1

The acid-base combination chemistry is one of the most reliable concepts for designing high performance catalysts. Acid-base combined catalysts can be classified into two types, ion pair catalysts (type A) and acid-base cooperative catalysts (type B). Type A can be subclassified into acidic/basic/neutral salt catalysts (types A1/A2/A3). Type B can be subclassified into conjugationally noninteractive/interactive acid-base catalysts (types B1/B2). Tailor-made multi-selective catalysts can also be designed based on the acid-base combination chemistry. Our recent progress has been described here.
著者
上田 充 伊藤 洋
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.49, no.5, pp.437-450, 1991-05-01 (Released:2009-11-16)
参考文献数
42
被引用文献数
1 2

The remarkable advancement of the microelectronics technology we have witnessed in the past decade are the direct result of the increase in the number of components per chip, which has been made possible by decreasing the minimum feature size on the chip. The feature size continues to shrink, placing stringent demands on resist materials that are used to fabricate minute integrated circuit devices. Reduction of the feature size to <0.5 μm will require the introduction of new lithographic technologies that employ short wavelength radiations such as deep UV (<300 nm), electron beams and X-rays. However, these high resolution lithographic technologies demand extremely high resist sensitivities for their economical operation. The concept of “chemical amplification” was proposed in 1982 to dramatically boost the sensitivity through incorporation of a gain mechanism in imaging chemistries. In this scheme, photochemically generated acids are used as catalyst to induce a cascade of subsequent chemical reactions in the resist film. The use of photochemical acid generators has not only provided high sensitivities but also offered high contrast and resolution, allowing the design of a whole new family of advanced resist systems, which are reviewed in this paper with emphasis placed on the chemistry responsible for imaging.
著者
富永 道明 小川 英則
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.52, no.5, pp.453-460, 1994-05-01 (Released:2009-11-16)
参考文献数
21
被引用文献数
1 1

Vasopressin (AVP) plays an important role in the regulation of cardiovascular homeostasis through V1 and V2 receptors. Stimulation of AVP receptors may contribute to the development of congestive heart failure, hypertension and renal failure. Thus, many efforts have been made to discover AVP receptor antagonists and develop them for therapeutic use. All of the antagonists developed thus far have been peptide AVP analogues, so their therapeutic use has been limited because of their low bioavailability and partial agonist activity. It is necessary to discover nonpeptide and orally effective AVP antagonists for therapeutic use. Therefore, we forcused our studies on nonpeptide AVP antagonists. We found a lead compound by means of chemical file screening, and performed optimization of the compound. Finally, we elaborated a V1 receptor selective antagonist (OPC-21268) and a V2 receptor selective antagonist (OPC-31260). The history of the development of our novel nonpeptide AVP receptor antagonists and their pharmacological effects are described herein.
著者
早川 一郎
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN (ISSN:00379980)
巻号頁・発行日
vol.65, no.12, pp.1225-1226, 2007-12-01
参考文献数
9

Halichondrin B is a polyether macrolide that exhibits an extraordinary cytotoxicity <I>in vitro</I> and antitumor efficacy <I>in vivo</I>. A structurally simplified macrolactone right half segment of harichondrin B was identified to retain the potent cell growth inhibitory activity of the natural product <I>in vitro</I>. Kishi and coworkers developed a practical, an efficient and scalable synthesis of the right half segment of harichondrin B.
著者
岩崎 成夫
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.49, no.10, pp.892-901, 1991 (Released:2009-11-16)
参考文献数
36
被引用文献数
1 3

CLC部位に作用する化合物の構造要因は立体化学も含めて比較的単純で, STG (3) やPDT (4) のような複雑さを要しないように見える。事実, 多数の合成剤も作られている。しかし, これら薬剤の対象であるカビ, 寄生虫などに耐性が出やすく, A.nidulansのBZ剤耐性株で解析されたβ-TNの変異点が6箇所にも及ぶという事実とよく一致している。一方, 現在までに知られているVLB-MAY部位に作用する化合物は, 皆多数のキラル中心を持つ複雑な構造で, 今までは構造の部分修飾による活性の変化が調べられていた。今後は, 単純化した必須の構造要因を明らかにし, 分子認識機構を解明していくことも期待したい。この部位を標的とする薬剤の医薬・農薬としての応用では, VLB-MAY部位でのβ-TNの変異が起こりにくいことから, 耐性は出にくいという利点が予想される。以上述べてきたように, TNとこれに結合してその機能を阻害する化合物との間の相互作用について, 多くの事実は明らかになってきたが, 依然として, これら阻害剤がTNの3次元構造の何処にどのように結合しているのかは全く分っていない。そのために, 阻害剤を非可逆的に結合する (アフィニティラベル) 試みも続けられている。また, 何時か, TN-リガンド複合体の結晶解析も可能となることを願っている。
著者
原 健
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.38, no.11, pp.1105-1118, 1980-11-01 (Released:2009-11-13)
参考文献数
74
被引用文献数
1 2

This article reviews the syntheses of 1, 4-benzodiazepines with a nitrogen atom-containing five-membered ring fused to the 1, 2-position of the diazepine ring. Recent work on this class of compounds has yielded new synthetic methodologies and compounds (potentially) useful in medicine. Descriptions are arranged according to types of structures of target tricyclic diazepines and to types of approaches in the synthesis. The activity of the compounds on the central nervous system (CNS) is also mentioned. Contents : 1. Introduction, 2. 4H-pyrrolo [1, 2-a] [1, 4] benzodiazepines, 3. 4H-imidazo [1, 2-a] [1, 4] benzodiazepines, 4. 4H-imidazo [1, 5- a] [1, 4] benzodiazepines, 5. 4H-pyrazolo [1, 5- a] [1, 4] benzodiazepines, 6. 4H-s-triazolo [4, 3- a] [1, 4] benzodiazepines, 7. 4H-s-triazolo [1, 5-a] [1, 4] benzodiazepines, 8. 4H-υ-triazolo [1, 5-a] [1, 4] benzodiazepines, 9. 4 H-tetrazolo [1, 5-a] [1, 4] benzodiazepines, 10. CNS activity, 11. Closing comment.
著者
彦根 悠人 長友 優典 井上 将行
出版者
公益社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.81, no.12, pp.1136-1149, 2023-12-01 (Released:2023-12-13)
参考文献数
95

Resiniferatoxin (1) belongs to a daphnane diterpenoid family, and has strong agonistic effects on TRPV1, a transducer of noxious temperature and chemical stimuli. The densely oxygenated trans-fused 5/7/6-tricarbocycle (ABC-ring) of 1 presents a daunting challenge for chemical synthesis. We accomplished three radical-based total syntheses of 1 to streamline the overall route. In the first-generation synthesis, we implemented a novel radical three-component coupling reaction. This transformation formed the hindered linkage between the A and C-rings and extended the carbon chain in a stereoselective fashion. The 7-membered B-ring was cyclized by the second radical reaction. In the second-generation synthesis, we improved the efficacy and practicality by reorganizing the reaction sequence and retaining the intermediates of the first route. Thus, we utilized intermolecular radical allylation, Stille coupling, and photocatalytic decarboxylative radical cyclization as the three key transformations. In the third-generation synthesis, we designed a specific intermediate based on the common substructure of not only 1, but also structurally related diterpenoids, and established a unified strategy. The common intermediate was efficiently built by exploiting the bridgehead radical cyclization and derivatized into 1 through efficient C-ring functionalizations. These three total syntheses of 1 together demonstrate the advantages of radical reactions for linking hindered bonds within carbocycles without damaging preexisting functionalities, thereby offering a new strategic design for multi-step target-oriented synthesis.
著者
高田 十志和 大塚 英幸
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.64, no.3, pp.194-207, 2006-03-01 (Released:2010-10-20)
参考文献数
61
被引用文献数
11 10

Dynamic covalent chemistry relates to the utilization of chemical equilibrium systems, i.e., reversible cleavage-rebondage of covalent bond, which is effectively applicable to the molecular architectures in supramolecular chemistry and polymer chemistry. This review deals mainly with molecular integration and molecular conversion of supramolecules and polymers in order to prove significance and utility of the dynamic covalent bond by introducing the representative research studies. Equilibria of imine bond, carbon-carbon double bond, disulfide bond, trityl carbon-sulfur bond, ester bond, alkoxyamine bond, and so on are typical dynamic covalent bonds, and several important examples for the constructions of interlocked molecules and polymers are described. In the utilization of the dynamic covalent bond in polymer, utility of a few reversibly cleavable covalent bonds included in polymer main chains is also discussed for the formation and transformation of polymers and cyclic polymers.
著者
瀬野 信子
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.35, no.5, pp.388-393, 1977-05-01 (Released:2009-11-13)
参考文献数
42

Typical ester sulfates found in nature are sulfated mucopolysaccharides from animal sources and sulfated glycans from seaweeds. This article deals with the distribution, variation of chemical structures and functions of sulfated mucopolysaccharides, such as chondroitin sulfates A, C, D, E, K, dermatan sulfate and dermatan polysulfates, heparin, heparan sulfate and keratan sulfates.