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Synthesis 2011(17): 2810-2816  
DOI: 10.1055/s-0030-1260121
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Silver Triflate Catalyzed Reaction of 2-Alkynylbenzaldoxime with Phenol: A General and Facile Route to 1-Aroxyisoquinolines

Danqing Zhenga, Zhiyong Wang*b, Jie Wu*a,c
a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China
Fax: +86(21)65641740; e-Mail: jie_wu@fudan.edu.cn;
b School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazhengjie Road, Chongqing 400044, P. R. of China
c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China
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Publication History

Received 12 May 2011
Publication Date:
14 July 2011 (online)

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Abstract

2-Alkynylbenzaldoxime reacts with phenol under the catalysis of silver triflate in the presence of bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (PyBroP) under mild conditions, leading to the formation of 1-aroxyisoquinolines in good to excellent yields.

Key words

cyclizations - isoquinoline - phosphorus ligands - phenol - silver triflate