Recent advances in the tandem annulation of 1,3-enynes to functionalized pyridine and pyrrole derivatives

Yi Liu; Puying Luo; Yang Fu; Tianxin Hao; Xuan Liu; Qiuping Ding; Yiyuan Peng

doi:10.3762/bjoc.17.163

Recent advances in the tandem annulation of 1,3-enynes to functionalized pyridine and pyrrole derivatives

Beilstein J Org Chem. 2021 Sep 22:17:2462-2476. doi: 10.3762/bjoc.17.163. eCollection 2021.

Authors

Yi Liu¹, Puying Luo², Yang Fu¹, Tianxin Hao¹, Xuan Liu¹, Qiuping Ding¹, Yiyuan Peng¹

Affiliations

¹ Key Laboratory for Green Chemistry of Jiangxi Province, Key Laboratory of Functional Small Organic Molecules, Ministry of Education, Jiangxi Normal University, 99 Ziyang Road, Nanchang 330022, China.
² Department of Gynaecology, Jiangxi Provincial People's Hospital Affiliated to Nanchang University, 92 Aiguo Road, Nanchang, Jiangxi, 330006, China.

Abstract

Great progress has been made in the tandem annulation of enynes in the past few years. This review only presents the corresponding reactions of 1,3-enyne structural motifs to provide the functionalized pyridine and pyrrole derivatives. The functionalization reactions cover iodination, bromination, trifluoromethylation, azidation, carbonylation, arylation, alkylation, selenylation, sulfenylation, amidation, esterification, and hydroxylation. We also briefly introduce the applications of the products and the reaction mechanisms for the synthesis of corresponding N-heterocycles.

Keywords: 1,3-enyne; functionalization; pyridine; pyrrole; tandem annulation.

Publication types

Review

Grants and funding

We thank the National Natural Science Foundation of China (21961016) and the Natural Science Foundation of Jiangxi Province of China (20202BAB203003) very much for financial support.