Issue 46, 2011
From the journal:

Chemical Communications

Intramolecular monomer-on-monomer (MoM) Mitsunobu cyclization for the synthesis of benzofused thiadiazepine-dioxides†

Pradip K. Maity,a   Quirin M. Kainz,ab   Saqib Faisal,ac   Alan Rolfe,a   Thiwanka. B. Samarakoon,a   Fatima Z. Basha,c   Oliver Reiser*b  and  Paul R. Hanson*a  

* Corresponding authors

a Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS, 66045 and The University of Kansas Center for Chemical Methodologies and Library Development (KU-CMLD), 2034 Becker Drive, Delbert M. Shankel Structural Biology Center, Lawrence, KS
E-mail: phanson@ku.edu

b Institute for Organic Chemistry, University of Regensburg, Universitätsstr. 31, D-93053 Regensburg, Germany
E-mail: Oliver.Reiser@chemie.uni-regensburg.de

c H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Science, University of Karachi, Karachi, Pakistan

Abstract

The utilization of a monomer-on-monomer (MoM) intramolecular Mitsunobu cyclization reaction employing norbornenyl-tagged (Nb-tagged) reagents is reported for the synthesis of benzofused thiadiazepine-dioxides. Facile purification was achieved viaring-opening metathesis (ROM) polymerization initiated by one of three metathesis catalyst methods: (i) free metathesis catalyst, (ii) surface-initiated catalyst-armed silica, or (iii) surface-initiated catalyst-armed Co/C magnetic nanoparticles.

Graphical abstract: Intramolecular monomer-on-monomer (MoM) Mitsunobu cyclization for the synthesis of benzofused thiadiazepine-dioxides

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Article information

DOI
https://doi.org/10.1039/C1CC14807A
Article type
Communication
Submitted
04 Aug 2011
Accepted
21 Sep 2011
First published
26 Oct 2011

Chem. Commun., 2011,47, 12524-12526

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Intramolecular monomer-on-monomer (MoM) Mitsunobu cyclization for the synthesis of benzofused thiadiazepine-dioxides

P. K. Maity, Q. M. Kainz, S. Faisal, A. Rolfe, Thiwanka. B. Samarakoon, F. Z. Basha, O. Reiser and P. R. Hanson, Chem. Commun., 2011, 47, 12524 DOI: 10.1039/C1CC14807A

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