著者

寺内 萌里 川端 崇裕 山崎 哲志 川本 拓治 上村 明男

雑誌

日本化学会 第103春季年会 (2023)

巻号頁・発行日

2023-01-16

著者

久行 舞 川本 拓治 上村 明男

雑誌

日本化学会 第103春季年会 (2023)

巻号頁・発行日

2023-01-16

著者

西隈 凌亮 池田 瞬也 廣田 夏鈴 川本 拓治 上村 明男

雑誌

日本化学会 第103春季年会 (2023)

巻号頁・発行日

2023-01-16

著者

川本 拓治 上村 明男

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.80, no.6, pp.554-562, 2022-06-01 (Released:2022-06-09)

参考文献数

28

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Vinyl triflates are valuable precursors for vinyl cations, vinyl carbenes, and electrophiles for transition-metal-catalyzed cross-coupling reactions. However, in these reactions, the trifluoromethyl group is not installed in the final products. The radical reactions of vinyl triflates were limited until our beginning. We initially achieved the synthesis of α-trifluoromethylated ketones from vinyl triflates using triethyl borane as a radical initiator. Since the reaction proceeds chemoselectivity toward the conjugated vinyl triflates, we achieved the chemo- and regio-selective trifluoromethylation of 1,3-bis(vinyl triflates). We developed one-pot trifluoromethylation from aryl alkynes with perfluoroalkanesulfonic acids in the presence of AIBN as a radical initiator. In addition, a crossover experiment and DFT calculations support that the reaction proceeds through an intermolecular pathway. The radical reaction of vinyl triflates in the presence of alkenes afforded γ-trifluoromethylated ketones. We also developed a one-pot triflation-trifluoromethylation-triflation of imines leading trifluoromethyl-substituted vinyl trifluoromethanesulfonic amides.

著者

上村 明男

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.80, no.6, pp.541-553, 2022-06-01 (Released:2022-06-09)

参考文献数

130

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Plastics are indispensable material that supports our daily life. The amounts of their production and waste are increasing in every year, and their recycling is recognized as a key issue for sustainable development of the world. Plastics are carbon resources and should be recycled in a proper manner. Chemical recycling is a concept in which plastics are treated chemically to give monomer or related compounds that would serve further use. Although chemical recycling of plastics is an ideal way, it is still difficult to carry it out. In this account, we focus on the depolymerization reaction of several plastics, and show how basic knowledge and recent development of synthetic organic chemistry provide important idea and solution on this matter. Use of supercritical alcohols and ionic liquids offered new and valuable methods. We applied the methodology developed here to biomass conversion, and we show the results about this application.

著者

上村 明男

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.62, no.7, pp.705-715, 2004-07-01 (Released:2009-11-13)

参考文献数

44

被引用文献数

4 7

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Recent development of synthetic reactions using the Michael addition of thiols or analogues is described. Nucloephilic attack of thiolate anions to α, β-unsaturated ketones or esters generates enolate anions which are active to perform aldol reaction when the reaction condition is kept away from protic media. High stereoselectivity as well as enantioselectivity is achieved for the Michael/aldol tandem reaction when appropriate reaction conditions are employed. High regioselective Michael addition of thiols to unsymmetric fumaric derivatives is also accomplished and the either of regioisomers is prepared in a highly selective manner. The thio-groups introduced by these reactions serve as a useful precursor of carbon radicals that efficiently undergo cyclization reaction to provide heterocyclic compounds diastereoselectively.

著者

James W. Zubrick [著] 上村明男訳

出版者

丸善

巻号頁・発行日

2006