Synlett 2016; 27(03): 387-390
DOI: 10.1055/s-0035-1560962
letter
© Georg Thieme Verlag Stuttgart · New York

Catalyst-Free Friedel–Crafts Alkylation of Imidazo[1,2-α]pyridines

Autoren

  • Ke Li

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
  • Xinju Zhu

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
  • Shuai Lu

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
  • Xin-Yue Zhou

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
  • Yan Xu

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
  • Xin-Qi Hao*

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
  • Mao-Ping Song*

    College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, No. 100 of Science Road, Zhengzhou 450001, P. R. of China   eMail: mpsong@zzu.edu.cn   eMail: xqhao@zzu.edu.cn
Weitere Informationen

Publikationsverlauf

Received: 23. August 2015

Accepted after revision: 16. Oktober 2015

Publikationsdatum:
20. November 2015 (online)


Graphical Abstract

Abstract

A catalyst-free Friedel–Crafts alkylation of imidazo[1,2-α]pyridines with β-nitrostyrenes was developed. Electron-donating and electron-withdrawing functional groups at various aromatic positions were well tolerated under our optimized conditions. This method provides an efficient and environmentally benign route to synthesize imidazo[1,2-α]pyridine-nitroalkane derivatives in moderate to excellent yields.

Supporting Information