Nature Synthesis - Stereodefined 1,2-dimetallated alkenes are underexplored in organic synthesis due to their relatively low stability. Now, the reductive anti-1,2-dimetallation of alkynes provides...

Treatment of 2-methylsulfinylbenzazoles with triflic anhydride in the presence of phenols yields the corresponding 4-(p-hydroxyphenyl)-2-methylsulfanylbenzazoles. This regioselective dehydrative...

Sodium dispersion promotes the reductive borylation of polycyclic aromatic hydrocarbons (PAHs) with MeOBpin. Anthracenes and phenanthrenes are converted to the corresponding dearomatized diborylated...

Abstract. The regioselectivity in the sulfonium-mediated arylation of phenols with aryl sulfoxide is significantly influenced by the substituents at the 2

Organic synthesis is performed based on precise choices of functional groups and reactions employed. In a multistep synthesis, an ideal functional group should be compatible with various reaction...

The multifaceted implementation of silanols in organic synthesis is reviewed from the standpoint of developments in transition metal-catalyzed reactions. The major properties of silanols are summar...

　依光英樹 理学研究科教授、黒木尭 同特定准教授、江迤源 同博士課程学生（現：旭化成株式会社研究員）の研究グループは、ミクロ空間内で化学反応を行えるフローマイクロリアクターを活用して、有用物質の宝庫である多置換アルケンの効率的な合成法を開発しました。 　炭素―炭素二重結合（C=C）周辺部に複数の置換基をもつ多置換アルケンは、医農薬や機能性有機材料などの有用な有機物質によく見られる極めて重要な...

Among the plethora of aromatic compounds, indoles represent a privileged class of substructures that is ubiquitous in natural products and pharmaceuticals. While numerous exocyclic functionalizations...

Boryl-group-assisted reductive C−C bond cleavage of 1,2-diaryl-1,2-diborylethanes is described. The substrates, 1,2-diaryl-1,2-diborylethanes, are synthesized by reductive diboration of stilbenes....

Triisopropylsilyl enolates of alkyl aryl ketones undergo reductive lithiation with lithium arenide to provide the corresponding vinylic lithium reagents.

Development of silylating reagents that can transfer a wide range of silyl groups has been a long-standing challenge. Herein we report sodium diphenylsilylsilanolates as new stable and handy silyla...

Abstract. Electrochemical reduction of the trimethylsilyl enolates of alkyl aryl ketones induces retro-Brook rearrangement to provide 1-aryl-1-trimethylsil

Two-electron transfer to haloarenes constitutes one of the most reliable synthetic methodologies for the generation of aryllithiums. In addition to the conventional halides, readily available aryl...

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Silylcoppers function as convenient and effective sources of silicon functional groups. Commonly used precursors for those species have been limited to certain symmetric disilanes and silylboranes....

The potassium salt of triphenylacetic acid is developed as a combined source of CO2 and base/metalating agent. This method avoids specialized equipment and is used in the carboxylation of a range of...

Among the known hydrosilylation or carbosilylation conditions of alkynes, anti-addition of the two units across the triple bond is considered rare compared to the syn counterpart. For anti-silylative...

Regioselective difunctionalization of 2,6-difluorophenols with aryl sulfoxides and nucleophiles has been accomplished. The reaction is composed of (1) Pummerer-based [3,3] sigmatropic dearomatization...

A palladium-catalyzed anti-1,2-diarylation of diarylacetylenes is described. The key intermediates, trans-1,2-dizincioalkenes, are prepared by sodium-promoted reductive anti-1,2-dimagnesiation of...

We report the formation of zinc reagents by the reaction of styrylsulfonium salts with zinc powder. Transition metals and other additives are not required for promoting zincation. Zincation tolerates...

The reduction of styrenes with lithium arenide in a flow microreactor leads to the instantaneous generation of highly unstable radical anions that subsequently dimerize to yield the corresponding...

Flow chemistry is an enabling technology which is used to tackle synthetic problems in both industrial and academic settings.

There is an increasing demand for facile delivery of silyl groups onto organic bioactive molecules. One of the common methods of silylation via a transition-metal-catalyzed coupling reaction employs...

Treatment of propargylic ethers with sodium dispersion in the presence of lithium iodide results in the generation of the corresponding carbanion species via cleavage of the propargylic C–O bond. The...