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Title: Convenient synthesis of spiroindole derivatives via palladium-catalyzed cyclization of propargyl chlorides
Authors: Iwata, Akira
Inuki, Shinsuke  orcid https://orcid.org/0000-0002-7525-1280 (unconfirmed)
Oishi, Shinya  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-2833-2539 (unconfirmed)
Fujii, Nobutaka
Ohno, Hiroaki
Author's alias: 藤井, 信孝
大野, 浩章
Keywords: Palladium
Spiroindole
Cascade cyclization
Catalytic asymmetric reaction
Issue Date: Sep-2015
Publisher: Elsevier Ltd.
Journal title: Tetrahedron
Volume: 71
Issue: 37
Start page: 6580
End page: 6585
Abstract: Herein, we report the palladium-catalyzed cyclization reactions of indoles bearing a propargyl chloride side chain at their 3-position. In the presence of an external nucleophile, such as a sulfonamide or malonate, indoles bearing a propargyl group at their 3-position gave fused tetracyclic spiroindolines preferentially. However, in the absence of an external nucleophile, the same substrates afforded spiroindoles. Our attempts to develop a catalytic asymmetric spirocyclization onto a propargylpalladium species are also presented in this paper.
Description: Available online 9 May 2015
Rights: © 2015. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
The full-text file will be made open to the public on 9 May 2017 in accordance with publisher's 'Terms and Conditions for Self-Archiving'.
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
URI: http://hdl.handle.net/2433/202050
DOI(Published Version): 10.1016/j.tet.2015.05.006
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