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

Organic & biomolecular chemistry (2013-07-17)
Saeed Kakaei, Jiaxi Xu
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.

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Sigma-Aldrich
Luperox® LP, Lauroyl peroxide, ≥98%