Iodide-Catalyzed Halocyclization/Cycloaddition/Elimination Cascade Reaction

被引：34
作者：
Kloeckner, Ulrich [1 ]
Finkbeiner, Peter [1 ]
Nachtsheim, Boris J. [1 ]
机构：
[1] Univ Tubingen, Inst Organ Chem, D-72076 Tubingen, Germany
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 06期
关键词：
METAL-FREE DIAMINATION; ELECTROPHILIC CYCLIZATION; REGIOSELECTIVE SYNTHESIS; OXIDATIVE AMINATION; IODONIUM IONS; DERIVATIVES; ALKYNES; NAPHTHALENES; ALKENES; OLEFINS;
D O I：
10.1021/jo302676g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An iodocyclization reaction of o-alkynylphenyl carboxaldehydes is reported that is truly catalytic with respect to the electrophilic iodine source. With a combination of tetrabutylammonium iodide (TBAI), Oxone as non-nucleophilic and easy to handle co-oxidant, and fluorinated protic solvents, highly substituted 1-naphthalenones could be prepared in high yields of up to 91%.
引用
收藏
页码：2751 / 2756
页数：6
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