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Hydroiodination-Triggered Cascade Reaction with I2/PPh3/H2O: Metal-Free Access to 3-Substituted Phthalides from 2-Alkynylbenzoates

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:
2017年10月
DOI:
10.1002/ejoc.201700839
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:
Kawaguchi, Shin Ichi; Nakamura, Kentaro; Yamaguchi, Kotaro; Sato, Yuki; Gonda, Yuhei; Nishioka, Masaaki; Sonoda, Motohiro; Nomoto, Akihiro; Ogawa, Akiya
題名:
Hydroiodination-Triggered Cascade Reaction with I2/PPh3/H2O: Metal-Free Access to 3-Substituted Phthalides from 2-Alkynylbenzoates
発表情報:
European Journal of Organic Chemistry 巻: 2017 号: 36 ページ: 53435346
キーワード:
概要:
© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Phthalide is an important scaffold found in several biologically active compounds. Therefore, effective methods for the synthesis of phthalides are strongly desired. Herein, we describe the metal-free synthesis of 3-substituted phthalides by the reductive hydroiodination of 2-alkynylbenzoates through an I 2 /PPh 3 /H 2 O-triggered cascade reaction. A variety of 3-substituted phthalides were synthesized in excellent yields by a one-pot reaction involving four processes: desilylation, hydroiodination, cyclization, and reduction.
抄録:

英語フィールド

Author:
Kawaguchi, Shin Ichi; Nakamura, Kentaro; Yamaguchi, Kotaro; Sato, Yuki; Gonda, Yuhei; Nishioka, Masaaki; Sonoda, Motohiro; Nomoto, Akihiro; Ogawa, Akiya
Title:
Hydroiodination-Triggered Cascade Reaction with I2/PPh3/H2O: Metal-Free Access to 3-Substituted Phthalides from 2-Alkynylbenzoates
Announcement information:
European Journal of Organic Chemistry Vol: 2017 Issue: 36 Page: 53435346
An abstract:
© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Phthalide is an important scaffold found in several biologically active compounds. Therefore, effective methods for the synthesis of phthalides are strongly desired. Herein, we describe the metal-free synthesis of 3-substituted phthalides by the reductive hydroiodination of 2-alkynylbenzoates through an I 2 /PPh 3 /H 2 O-triggered cascade reaction. A variety of 3-substituted phthalides were synthesized in excellent yields by a one-pot reaction involving four processes: desilylation, hydroiodination, cyclization, and reduction.


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