Synthesis of cyclohexylidenehydrazine-fused polycyclics via a photocatalytic radical cascade reaction of 2-ethynylaldehyde hydrazones

Nengneng Zhou; Jing Liu; Zhongfei Yan; Zhongkai Wu; Honglin Zhang; Weipeng Li; Chengjian Zhu

doi:10.1039/c6cc09863k

Synthesis of cyclohexylidenehydrazine-fused polycyclics via a photocatalytic radical cascade reaction of 2-ethynylaldehyde hydrazones

Chem Commun (Camb). 2017 Feb 7;53(12):2036-2039. doi: 10.1039/c6cc09863k.

Authors

Nengneng Zhou¹, Jing Liu¹, Zhongfei Yan¹, Zhongkai Wu¹, Honglin Zhang¹, Weipeng Li¹, Chengjian Zhu²

Affiliations

¹ State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China. [email protected].
² State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China. [email protected] and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai, 200032, P. R. China.

PMID: 28124688
DOI: 10.1039/c6cc09863k

Abstract

A general and efficient visible-light photoredox-catalyzed cascade annulation of 2-ethynylaldehyde hydrazones with α-bromo-carbonyls for the synthesis of various cyclohexylidene-hydrazine-fused polycyclic compounds is described. This protocol is characterized by a broad substrate scope, mild conditions and amenability to gram-scale synthesis.