Sigmatropic Rearrangement-Based Synthesis of

4-Alkenyl-1,3-dithiol-2-ones

Samley Sok 61090800104

1
 Introduction

1,3-Dithiol-2-one structure

• 5 membered sulfur heterocyclic

• Aromatic character
• Precursor for tetrathiafulvalenes synthesis
• Cleavage into 1,2-dithiols (bidentate ligands in olybdenum and tungsten complex)
Introduction

R= alkyl
M+= Na+, K+

• flotation agents in mineral processing

• use as intermediates in the Chugaev
elimination process
Xanthate • used to control radical polymerisation under
the RAFT process,
 Sequential thermal sigmatropic rearrangement

General structure of More stubstituted bis(alkylidene)

S-propargyl xanthates 1,3-Dithiolan-2-ones
Synthesis of 4-Alkenyl-1,3-dithiol-2-ones

[1,5]Sigmatropic Rearrangement
Thank you