Issue 33, 2011
From the journal:

Chemical Communications

Synthesis of epoxybenzo[d]isothiazole 1,1-dioxides via a reductive-Heck, metathesis-sequestration protocol†‡

Naeem Asad,ab   Paul R. Hanson,*ab   Toby R. Long,ab   Dinesh K. Rayabarapuab  and  Alan Rolfeab  

* Corresponding authors

a Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS

b The University of Kansas Center for Chemical Methodologies and Library Development (KU-CMLD), 2034 Becker Drive, Delbert M. Shankel Structural Biology Center, Lawrence
E-mail: phanson@ku.edu

Abstract

An atom-economical purification protocol, using solution phase processing viaring-opening metathesis polymerization (ROMP) has been developed for the synthesis of tricyclic sultams. This chromatography-free method allows for convenient isolation of reductive-Heck products and reclamation of excess starting material via sequestration involving metathesis catalysts and a catalyst-armed Si-surface.

Graphical abstract: Synthesis of epoxybenzo[d]isothiazole 1,1-dioxides via a reductive-Heck, metathesis-sequestration protocol

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Article information

DOI
https://doi.org/10.1039/C1CC12503F
Article type
Communication
Submitted
28 Apr 2011
Accepted
25 May 2011
First published
05 Jul 2011

Chem. Commun., 2011,47, 9528-9530

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Synthesis of epoxybenzo[d]isothiazole 1,1-dioxides via a reductive-Heck, metathesis-sequestration protocol

N. Asad, P. R. Hanson, T. R. Long, D. K. Rayabarapu and A. Rolfe, Chem. Commun., 2011, 47, 9528 DOI: 10.1039/C1CC12503F

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