Visible-light-induced radical-cascade alkylation/cyclization of acrylamides: access to 3,3-dialkylated oxindoles

被引:0
作者
Yang, Pengyuan [1 ]
Wang, Lili [1 ]
Yan, Meng [1 ]
Yuan, Jinwei [1 ]
Xiao, Yongmei [1 ]
Yang, Liangru [1 ]
Xu, Xiujuan [2 ]
Qu, Lingbo [3 ,4 ]
机构
[1] Henan Univ Technol, Sch Chem & Chem Engn, Zhengzhou 450001, Peoples R China
[2] CNTC, Key Lab Tobacco Flavor Basic Res CNTC, Zhengzhou Tobacco Res Inst, Zhengzhou 450001, Peoples R China
[3] Zhengzhou Univ, Sch Chem Engn, Zhengzhou 450001, Peoples R China
[4] Zhongyuan Inst Sci & Technol, Zhengzhou 451400, Peoples R China
关键词
PHOTOREDOX CATALYSIS; H FUNCTIONALIZATION; N-ARYLACRYLAMIDES; ALKYLARYLATION; CYCLIZATION; ALKENES; OXYGEN;
D O I
10.1039/d4ob01739k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible-light-induced deoxygenative alkylation/cyclization of acrylamides with alcohols activated by CS2 has been developed by using xanthate salts as alkyl radical precursors in the presence of tricyclohexylphosphine. It proceeds through a tandem radical addition/cyclization process, and this protocol provides a reliable and practical approach to building the skeleton of 3,3-disubstituted oxindoles in moderate to good yields. Notable features of this reaction include readily available starting reagents, broad substrate scope and mild reaction conditions.
引用
收藏
页码:1653 / 1661
页数:9
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