Gold-Catalyzed Cyclization of 1,6-Diyne-4-en-3-ols: Stannyl Transfer from 2-Tributylstannylfuran Through Au/Sn Transmetalation

被引:55
|
作者
Chen, Yifeng [1 ]
Chen, Ming [1 ]
Liu, Yuanhong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
alkynes; domino reactions; gold; stannanes; transmetalation; CROSS-COUPLING REACTIONS; RHODIUM TRANSMETALATION; ORGANOGOLD COMPOUNDS; CARBON CHAINS; C-C; PALLADIUM; EFFICIENT; ISOMERIZATION; ACTIVATION; COMPLEXES;
D O I
10.1002/anie.201201523
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Gold-tinted: A gold catalyzed cyclization reaction of 1,6-diyne-4-en-3-ols, incorporating an in situ stannyl transfer reaction involving 2-tributylstannylfuran, gives synthetically valuable 2-stannylnaphthalenes (see scheme; DCE=dichloroethane). A gem-diaurated furan complex, was isolated and fully characterized by X-ray crystallographic analysis, and provides strong evidence for a tin to gold transmetalation step. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6181 / 6186
页数:6
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