Synthesis 2017; 49(08): 1879-1883
DOI: 10.1055/s-0036-1588380
paper
© Georg Thieme Verlag Stuttgart · New York

Metal-Free Synthesis of 2,4,6-Trisubstituted Pyridines via Iodine-Initiated Reaction of Methyl Aryl Ketones with Amines under Neat Heating

Hui Xu
School of Biological and Chemical Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. of China   Email: zhangze@ustc.edu.cn
,
Ji-Chao Zeng
School of Biological and Chemical Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. of China   Email: zhangze@ustc.edu.cn
,
Fang-Jian Wang
School of Biological and Chemical Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. of China   Email: zhangze@ustc.edu.cn
,
Ze Zhang*
School of Biological and Chemical Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. of China   Email: zhangze@ustc.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 06 October 2016

Accepted after revision: 29 November 2016

Publication Date:
15 December 2016 (online)


Abstract

A neat heating protocol has been developed for metal-free synthesis of various 2,4,6-trisubstituted pyridines via iodine-initiated (in situ generated HI-catalyzed) condensation of methyl aryl ketones with amines and the following cyclization-aerobic oxidation. Large-scale synthesis and mechanistic investigation were also performed.

Supporting Information