An Unprecedented, Lewis Acid-Mediated, Metal-Free Iodoannulation Strategy to Aromatic Iodides

被引:2
|
作者
Banik, Trisha [1 ]
Betkekar, Vipul V. [1 ]
Kaliappan, Krishna P. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
6-exo-trig cyclization; aromatic iodides; aromatization; iodoannulation; Lewis acid-mediated cyclization; STEREOSELECTIVE-SYNTHESIS; CYCLIZATION; DERIVATIVES; DITERPENES; ANNULATION; EXCHANGE; ARYNES; ARYL;
D O I
10.1002/asia.201801454
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A direct transformation of ortho-alkynylated aromatic vinyl ethers to 1-iodonaphthalenes and other iodo-heterocycles under mild Lewis acidic conditions in the presence of iodide as an external nucleophile is reported. The first example of an iodoannulation strategy using a nucleophilic source of iodine, coupled with good to excellent yields, exclusive alpha regioselectivity and a broad substrate scope makes this work an attractive avenue towards the construction of aromatic iodides.
引用
收藏
页码:3676 / 3680
页数:5
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