Synthesis of 2-acyl-1-naphthols by gold-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones

被引:17
|
作者
Matsuda, Takanori [1 ]
Nishida, Yahiro [1 ]
Yamanaka, Kentaro [1 ]
Sakurai, Yusuke [1 ]
机构
[1] Tokyo Univ Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1628601, Japan
基金
日本学术振兴会;
关键词
Enynes; Gold; Cyclization; Aromatization; Naphthols; REGIOSELECTIVE OXIDATION; ELECTROPHILIC ADDITION; PRACTICAL SYNTHESIS; EFFICIENT SYNTHESIS; 4+2 BENZANNULATION; REARRANGEMENT; CARBENES; CYCLOADDITION; CASCADE; ACCESS;
D O I
10.1016/j.tet.2014.12.041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The gold(I)-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones employing organic oxides as oxidants has been developed. This reaction involves aromatization to furnish 2-acyl-1-naphthols. Also, 10-acyl-9-phenanthrenols are analogously produced from the reaction of allcynyl 2-biphenyl ketones. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:869 / 874
页数:6
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