Palladium-Catalyzed Radical Cascade lododifluoromethylation/Cyclization of 1,6-Enynes with Ethyl Difluoroiodoacetate

被引：90
|
作者：
Wang, Yu-Qi [1 ]
He, Yu-Tao [1 ]
Zhang, Lu-Lu [1 ]
Wu, Xin-Xing [1 ]
Liu, Xue-Yuan [1 ]
Liang, Yong-Min [1 ]
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 17期
基金：
美国国家科学基金会;
关键词：
COPPER-MEDIATED DIFLUOROMETHYLATION; PERFLUOROALKYL IODIDES; SODIUM DITHIONITE; CYCLIZATION; FLUORINE; ALKENES; ALKYNES; ENYNES; CARBOCYCLIZATION; REAGENT;
D O I：
10.1021/acs.orglett.5b02068
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel and convenient Pd-catalyzed radical cascade iododifluoromethylation/cyclization of 1,6-enynes with ethyl difluoroiodoacetate is demonstrated. The proposed transformation presents high stereoselectivity under mild and facile reaction conditions, thereby allowing an efficient access to a variety of iodine-containing difluoromethylated pyrrolidines. A possible radical pathway for the transformation is proposed on the basis of the results of control experiments and relevant literature reviews.
引用
收藏
页码：4280 / 4283
页数：4
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