Synthesis 2015; 47(13): 1913-1921
DOI: 10.1055/s-0034-1380506
paper
© Georg Thieme Verlag Stuttgart · New York

One-Pot Base-Mediated Synthesis of Functionalized Aza-Fused Polycyclic Quinoline Derivatives

Zeng-qiang Jiang
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
,
Da-zhuang Miao
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
,
Yao Tong
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
,
Qiang Pan
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
,
Xiao-tong Li
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
,
Ren-he Hu
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
,
Shi-qing Han*
a   College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing 211816, P. R. of China
b   Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: hanshiqing@njtech.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 15 December 2014

Accepted after revision: 03 March 2015

Publication Date:
02 April 2015 (online)


Abstract

A new one-pot protocol has been developed for the facile and efficient synthesis of aza-fused polycyclic quinolines (e.g., pyrrolo[1,2-a]quinolines) by the base-catalyzed reaction of 2-formylpyrroles and 2-halophenylacetonitriles. This reaction proceeded under transition metal-free conditions and showed high functional group tolerance, with the desired products being formed in good yields.

Supporting Information