Silver-Promoted Regioselective Oxidative Decarboxylative C–H Alkylation of Phenanthridines with Carboxylic Acids

Tianyin Huang; Yang Yu; Hui Wang; Yifan Lin; Yurui Ma; Haoyu Wang; Chang-Hua Ding; Junjie Xiao; Bin Xu

doi:10.1055/s-0039-1690220

Synthesis, Inhaltsverzeichnis

Synthesis 2020; 52(02): 239-245
DOI: 10.1055/s-0039-1690220

paper

Silver-Promoted Regioselective Oxidative Decarboxylative C–H Alkylation of Phenanthridines with Carboxylic Acids

Authors

Tianyin Huang

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Yang Yu

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Hui Wang

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Yifan Lin

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Yurui Ma

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Haoyu Wang

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Chang-Hua Ding ∗

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Junjie Xiao∗

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn
Bin Xu∗

^aDepartment of Chemistry, Innovative Drug Research Center, Qianweichang College, School of Life Science, Shanghai University, Shanghai 200444, P. R. of China eMail: dingchanghua@shu.edu.cn eMail: junjiexiao@live.cn eMail: xubin@shu.edu.cn

^bState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China

Abstract

Alle Artikel dieser Rubrik

^§ These authors contributed equally to this manuscript

Abstract

A novel oxidative decarboxylative C–H alkylation of phenanthridines with carboxylic acids was developed for the efficient synthesis of multi-substituted phenanthridine derivatives. The given method features easy availability of starting materials, high regioselectivity, and mild conditions. Furthermore, a one-pot synthesis of multi-substituted phenanthridine derivatives was realized by the reaction of biphenyl isocyanides and carboxylic acid.

Key words

phenanthridine - decarboxylation - silver acetate - C–H alkylation - potassium persulfate - late-stage modification

Volltext

Referenzen

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