Synthesis 2017; 49(10): 2241-2249
DOI: 10.1055/s-0036-1588717
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Polyfunctionalized Pyrroles from Furfurylamines and Ynones via CuCl2-Catalyzed and Iodine-Mediated Oxidative Annulation of N-Furfuryl-β-Enaminones

Jie Zou
a   State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, P. R. of China   Email: rdyang@scut.edu.cn
,
Guohui Zeng
b   Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. of China   Email: blyin@scut.edu.cn
,
Rendang Yang*
a   State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, P. R. of China   Email: rdyang@scut.edu.cn
,
Biaolin Yin*
b   Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. of China   Email: blyin@scut.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 05 January 2017

Accepted after revision: 23 January 2017

Publication Date:
16 February 2017 (online)


Abstract

The copper chloride catalyzed and iodine-mediated oxidative annulation of N-furfuryl-β-enaminones, generated in situ from reactions of furfurylamines with ynones, provides a practical access to polyfunctionalized pyrroles under mild conditions. This protocol expands the synthetic application of furans, which are readily available and can be sustainably sourced.

Supporting Information