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

Asad, Naeem; Hanson, Paul R.; Long, Toby R.; Rayabarapu, Dinesh Kumar; Rolfe, Alan

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Issue Date

2012-09-07

Author

Asad, Naeem

Hanson, Paul R.

Long, Toby R.

Rayabarapu, Dinesh Kumar

Rolfe, Alan

Publisher

Royal Society of Chemistry

Type

Article

Article Version

Scholarly/refereed, author accepted manuscript

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Abstract

An atom-economical purification protocol, using solution phase processing via ring-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.

Citation

Asad, Naeem, Paul R. Hanson, Toby R. Long, Dinesh K. Rayabarapu, and Alan Rolfe. "Synthesis of Epoxybenzo[d]isothiazole 1,1-dioxides via a Reductive-Heck, Metathesis-sequestration Protocol." Chemical Communications 47.33 (2011): 9528.

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