Cobalt catalyzed electrochemical [4+2] annulation for the synthesis of sultams

作者:Cao, YM (Cao, Yangmin)[ 1 ] ; Yuan, Y (Yuan, Yong)[ 2 ] ; Lin, YP (Lin, Yueping)[ 1 ] ; Jiang, XM (Jiang, Xiaomei)[ 1 ] ; Weng, YQ (Weng, Yaqing)[ 1 ] ; Wang, TW (Wang, Tangwei)[ 1 ] ; Bu, FX (Bu, Faxiang)[ 2 ] ; Zeng, L (Zeng, Li)[ 2 ] ; Lei, AW (Lei, Aiwen)[ 1,2 ]

GREEN CHEMISTRY

卷: 22 期: 5 页: 1548-1552

DOI: 10.1039/d0gc00289e

出版年: MAR 7 2020

文献类型:Article

摘要

Cobalt catalyzed electrochemical [4 + 2] annulation of sulfonamides with alkynes is demonstrated in this work, which provided a practical and environmentally friendly way to synthesize structurally diverse sultams. Notably, by employing anodic oxidation in an undivided cell to recycle the cobalt catalyst, this electrochemical method avoided the utilization of stoichiometric amount of metallic oxidant, delivering H-2 as the sole by-product. Moreover, this cobalt catalyzed electrochemical protocol proved to be practical and scalable. When the model reaction was scaled up to 5.0 mmol, 86% yield of product could still be obtained.

关键词

KeyWords Plus:OXIDATIVE CROSS-COUPLING/CYCLIZATION; C-H ACTIVATION; ARYL SULFONAMIDES; ACCESS; ALKENES; ALKYNES; REARRANGEMENT; PYRROLIDINES; 1,1-DIOXIDES; OLEFINATION

作者信息

通讯作者地址:

Jiangxi Normal University Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China.

Wuhan University Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China.

通讯作者地址: Lei, AW (通讯作者)

Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China.

通讯作者地址: Lei, AW (通讯作者)

Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China.

地址:

[ 1 ]‎ Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

[ 2 ]‎ Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China

电子邮件地址:aiwenlei@whu.edu.cn