Issue 6, 2012

Practical synthesis of β-oxo benzo[d]thiazolyl sulfones: Scope and limitations

Abstract

In this paper, we discuss our new synthetic approach towards functionalized benzo[d]thiazolyl (BT) sulfones, based on the reunion of alkyl BT sulfones and various electrophiles (e.g. R–CO–X, RO–CO–X, RS–CO–X, Ts–X…). All important aspects of this coupling reaction, including relevant and undesirable side reactions, are evaluated by means of calculations and competitive experiments. The scope and limitations of this method are established.

Graphical abstract: Practical synthesis of β-oxo benzo[d]thiazolyl sulfones: Scope and limitations

Supplementary files

Article information

Article type
Paper
Submitted
02 Sep 2011
Accepted
02 Nov 2011
First published
03 Nov 2011

Org. Biomol. Chem., 2012,10, 1225-1234

Practical synthesis of β-oxo benzo[d]thiazolyl sulfones: Scope and limitations

J. Pospíšil, R. Robiette, H. Sato and K. Debrus, Org. Biomol. Chem., 2012, 10, 1225 DOI: 10.1039/C1OB06510F

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