Synlett 2018; 29(12): 1578-1582
DOI: 10.1055/s-0037-1610176
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (2-Aminophenyl)(naphthalen-2-yl)methanones via Intramolecular Rearrangement of (E)-3-Styrylquinolin-4(1H)-ones under Irradiation with 365 nm UV Light

Sisi Jing
,
Yun He
,
Tao Wang
,
Jin Zhang
,
Anqi Cheng
,
Yong Liang
,
Zunting Zhang*
We are grateful for the financial support from the National Natural Science Foundation of China and the Fundamental Funds Research for the Central Universities.
Further Information

Publication History

Received: 21 April 2018

Accepted after revision: 13 May 2018

Publication Date:
19 June 2018 (online)


Abstract

A highly efficient and environmentally friendly synthesis of (2-aminophenyl)(naphthalen-2-yl)methanones was developed. The (2-aminophenyl)(naphthalen-2-yl)methanone derivatives were obtained in high yields (up to 96%) by the irradiation of (E)-3-styrylquinolin-4(1H)-ones in EtOH–H2O (7:1) with UV light (365 nm) at room temperature under Ar atmosphere. The demonstrated photoinduced intramolecular rearrangement has advantages over other transition-metal-catalyzed reactions, e.g. no requirement of additives, green solvent, broad substrate scope, and high atom efficiency.

Supporting Information

 
  • References and Notes

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