Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents

Wang, Shihui1; Xu, Jian1; Song, Qiuling1,2

2021-09-03

10.1021/acs.orglett.1c02373

ORGANIC LETTERS   影响因子和分区

1523-7060

1523-7052

Polysubstituted quinolin-3-amines are vital structural motifs because of their broad biological activities as well as versatile transformational abilities. However, they are not easily accessible. We disclose a protocol with Mn(III) acetate as a mild one-electron oxidant promoting a radical process to construct polysubstituted quinolin-3-amines. 2-(2-Isocyanophenyl)-acetonitriles and organoboron reagents are suitable substrates for this reaction. The remarkable advantages of this protocol are the practical method, mild approach, high reaction efficiency, and good compatibility of functional groups, providing straightforward access to functional quinoline derivatives.

SCI

英语

NI论文

通讯

National Natural Science Foundation of China[21772046,2193103] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Organic

WOS:000693633500037

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Mat Sci Engn, Xiamen 361021, Fujian, Peoples R China
2.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Guangdong, Peoples R China

Wang, Shihui,Xu, Jian,Song, Qiuling. Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents[J]. ORGANIC LETTERS,2021,23(17).

Wang, Shihui,Xu, Jian,&Song, Qiuling.(2021).Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents.ORGANIC LETTERS,23(17).

Wang, Shihui,et al."Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents".ORGANIC LETTERS 23.17(2021).