Issue 2, 2012
From the journal:

RSC Advances

Platinum-catalyzed 1,3-acyloxy migration/[1,5]-hydride transfer/cycloaddition sequence: synthesis of ring-fused tetrahydroquinolines†

Xiao-Feng Xia,a   Xian-Rong Song,a   Ning Wang,a   Hai-Long Wei,b   Xue-Yuan Liua  and  Yong-Min Liang*a  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou
E-mail: liangym@lzu.edu.cn
Fax: (+86) 931-8912582

b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P. R. China.

Abstract

An efficient construction of multifunctionalized ring-fused tetrahydroquinolines viaplatinum-catalyzed C–H functionalization is presented. A sequence involving 1,3-OAc migration, [1,5]-hydride shift and then cyclization takes place to produce ring-fused tetrahydroquinolines. The reaction mechanism has been confirmed by a deuterium-labeling experiment.

Graphical abstract: Platinum-catalyzed 1,3-acyloxy migration/[1,5]-hydride transfer/cycloaddition sequence: synthesis of ring-fused tetrahydroquinolines

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Article information

DOI
https://doi.org/10.1039/C1RA00789K
Article type
Paper
Submitted
25 Sep 2011
Accepted
27 Sep 2011
First published
16 Nov 2011

RSC Adv., 2012,2, 560-565

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Platinum-catalyzed 1,3-acyloxy migration/[1,5]-hydride transfer/cycloaddition sequence: synthesis of ring-fused tetrahydroquinolines

X. Xia, X. Song, N. Wang, H. Wei, X. Liu and Y. Liang, RSC Adv., 2012, 2, 560 DOI: 10.1039/C1RA00789K

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