A Bench-Stable Vilsmeier Reagent for in situ Alcohol Activation: Synthetic Application in the Synthesis of 2-Amino-2-Thiazolines

Author:

Corbett Michael1ORCID,Caille Seb1

Affiliation:

1. Pivotal Drug Substance Process Development

Abstract

A robust, chemoselective direct condensation/cyclization of thioureas and amino alcohols is described. Employing a bench-stable Vilsmeier reagent, methoxymethylene-N,N-dimethyliminium methyl sulfate, the selective in situ activation of alcohols is achieved with high efficiency and broad functional-group tolerance. The reversible interaction of the Vilsmeier reagent with substrate was key to the success of this activation strategy.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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