Gold-Catalyzed Skeletal Rearrangement of 1-[2-(1H-Isochromen-3-yl)aryl]ethanones with Alcohols

Wen-Ting Wei; Peng Xie; Jia-Dong Xia; Ye-Xiang Xie; Ren-Jie Song; Jian-Nan Xiang; Jin-Heng Li

doi:10.1055/s-0031-1291152

Synthesis, Inhaltsverzeichnis

Synthesis 2012; 44(13): 2049-2057
DOI: 10.1055/s-0031-1291152

paper

Gold-Catalyzed Skeletal Rearrangement of 1-[2-(1H-Isochromen-3-yl)aryl]ethanones with Alcohols

Wen-Ting Wei

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

^bKey Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China

,

Peng Xie

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

^bKey Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China

,

Jia-Dong Xia

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

^bKey Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China

,

Ye-Xiang Xie*

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

,

Ren-Jie Song

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

,

Jian-Nan Xiang

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

,

Jin-Heng Li*

^aCollege of Chemistry and Chemical Engineering, and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, P. R. of China , Fax: +86(731)88872101 eMail: jhli@hnu.edu.cn eMail: xieyexiang520@126.com

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Abstract

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Abstract

A novel gold-catalyzed skeletal rearrangement of 1-[2-(1H-isochromen-3-yl)aryl]ethanones with alcohols to construct a five-membered carbocycle ring onto aromatic systems has been developed. This method serves as the first example of synthesizing inden-1-ones by a gold-catalyzed skeletal rearrangement strategy.

Key words

gold - skeletal rearrangement - 1-[2-(1H-isochromen-3-yl)aryl]ethanones - alcohols - inden-1-ones

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Referenzen

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10 The X-ray single-crystal diffraction analysis of 16 is given in the Supporting Information

Zusatzmaterial

Supporting Information