Issue 10, 2005
From the journal:

Organic & Biomolecular Chemistry

Sc(OTf)3-catalyzed efficient synthesis of β,β-bis(indolyl) ketones by the double indolylation of acetic acid 2-methylene-3-oxobutyl ester†

Shengming Ma,*a   Shichao Yua  and  Zhihua Penga  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, P. R. China
E-mail: masm@mail.sioc.ac.cn
Fax: 86-21 64167510
Tel: 86-21 54925147

Abstract

In the presence of 5 mol% Sc(OTf)3, double indolylation of acetic acid 2-methylene-3-oxo-butyl ester with differently substituted indoles readily afforded β,β-bis(indolyl) ketones. The reaction may proceed via a Sc(OTf)3-catalyzed SN2′-type substitution and subsequent conjugate addition.

Graphical abstract: Sc(OTf)3-catalyzed efficient synthesis of β,β-bis(indolyl) ketones by the double indolylation of acetic acid 2-methylene-3-oxobutyl ester

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B503378K
Article type
Paper
Submitted
07 Mar 2005
Accepted
18 Mar 2005
First published
14 Apr 2005

Org. Biomol. Chem., 2005,3, 1933-1936

Permissions

Request permissions

Sc(OTf)3-catalyzed efficient synthesis of β,β-bis(indolyl) ketones by the double indolylation of acetic acid 2-methylene-3-oxobutyl ester

S. Ma, S. Yu and Z. Peng, Org. Biomol. Chem., 2005, 3, 1933 DOI: 10.1039/B503378K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements