Organic & Biomolecular Chemistry 2013-09-07

Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction.

Saeed Kakaei, Jiaxi Xu

Index: Org. Biomol. Chem. 11(33) , 5481-90, (2013)

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Abstract

A series of (2-alkylthiothiazolin-5-yl)methyl dodecanoates was synthesized from various alkyl N-allylcarbamodithioates and dilauroyl peroxide via a tandem radical hydrogen-abstraction-cyclization-substitution/combination reaction with a 5-exo-trig radical cyclization as a key step. The current route is the first, convenient, and efficient synthesis of (2-alkylthiothiazolin-5-yl)methanol derivatives.