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Palladium-Catalyzed Cyanothiolation of Internal Alkynes Using Organic Disulfides and tert-Butyl Isocyanide

発表形態:
原著論文
主要業績:
主要業績
単著・共著:
共著
発表年月:
2018年05月
DOI:
10.1021/acs.joc.8b00052
会議属性:
指定なし
査読:
有り
リンク情報:

日本語フィールド

著者:
Higashimae, Shinya; Kurata, Daichi; Kawaguchi, Shin Ichi; Kodama, Shintaro; Sonoda, Motohiro; Nomoto, Akihiro; Ogawa, Akiya
題名:
Palladium-Catalyzed Cyanothiolation of Internal Alkynes Using Organic Disulfides and tert-Butyl Isocyanide
発表情報:
Journal of Organic Chemistry 巻: 83 号: 9 ページ: 5267 - 5273
キーワード:
概要:
© 2018 American Chemical Society. Despite the availability of selective synthetic approaches to multifunctionalized substituted olefins, the cyanothiolation of internal alkynes has been much less explored. Herein, we show that nonactivated internal alkynes can be successfully cyanothiolated with diaryl disulfides and tert-butyl isocyanide in the presence of a Pd catalyst (e.g., Pd(PPh3)4) with the release of isobutene and arenethiol to afford β-thiolated alkenyl cyanides in yields of 34-89%.
抄録:

英語フィールド

Author:
Higashimae, Shinya; Kurata, Daichi; Kawaguchi, Shin Ichi; Kodama, Shintaro; Sonoda, Motohiro; Nomoto, Akihiro; Ogawa, Akiya
Title:
Palladium-Catalyzed Cyanothiolation of Internal Alkynes Using Organic Disulfides and tert-Butyl Isocyanide
Announcement information:
Journal of Organic Chemistry Vol: 83 Issue: 9 Page: 5267 - 5273
An abstract:
© 2018 American Chemical Society. Despite the availability of selective synthetic approaches to multifunctionalized substituted olefins, the cyanothiolation of internal alkynes has been much less explored. Herein, we show that nonactivated internal alkynes can be successfully cyanothiolated with diaryl disulfides and tert-butyl isocyanide in the presence of a Pd catalyst (e.g., Pd(PPh3)4) with the release of isobutene and arenethiol to afford β-thiolated alkenyl cyanides in yields of 34-89%.


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