Issue 3, 2010
From the journal:

Organic & Biomolecular Chemistry

Reaction of carbon nucleophiles with alkylideneindazolium and alkylideneindolium ions generated from their 3-(1-arylsulfonylalkyl) indazole and indole precursors

Laura Marsili,a   Alessandro Palmieria  and  Marino Petrini*a  

* Corresponding authors

a Dipartimento di Scienze Chimiche, Università di Camerino, via S. Agostino, 1, Camerino, Italy
E-mail: marino.petrini@unicam.it
Fax: +39 0737 402297
Tel: +39 0737 402253

Abstract

Lewis acid promoted elimination of p-toluenesulfinc acid from sulfonyl indazoles and sulfonyl indoles generates the corresponding iminium ion that reacts with allyltin reagents, silyl enol ethers, silyl ketene acetals and electron-rich aromatics leading to functionalized indazole and indole derivatives.

Graphical abstract: Reaction of carbon nucleophiles with alkylideneindazolium and alkylideneindolium ions generated from their 3-(1-arylsulfonylalkyl) indazole and indole precursors

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Article information

DOI
https://doi.org/10.1039/B919954C
Article type
Paper
Submitted
24 Sep 2009
Accepted
06 Nov 2009
First published
14 Dec 2009

Org. Biomol. Chem., 2010,8, 706-712

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Reaction of carbon nucleophiles with alkylideneindazolium and alkylideneindolium ions generated from their 3-(1-arylsulfonylalkyl) indazole and indole precursors

L. Marsili, A. Palmieri and M. Petrini, Org. Biomol. Chem., 2010, 8, 706 DOI: 10.1039/B919954C

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