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S→N type Smiles rearrangement of the aminoethanethiol moiety attached to heterocyclic compounds |
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| Authors: | Simon J. Mountford Andrea J. Robinson |
| Affiliation: | a Centre for Green Chemistry, School of Chemistry, Monash University, Clayton 3800, Australia b School of Chemistry, Monash University, Clayton 3800, Australia |
| Abstract: | Base catalysed S→N type Smiles rearrangement of aminoethanethiol-substituted pyridine and triazine compounds led to formation of the corresponding thiol or disulfide compounds. Prior to rearrangement, the heteroaryl sulfanylethylamines could be prepared in high yields as the hydrochloride or trifluoroacetate salts from the corresponding tert-BOC protected amine. |
| Keywords: | S&rarr N type Smiles rearrangement Aminoethanethiol heterocycles Pyridine aminoalkylthiols Pyridin-2-ylsulfanylalkylamines Triazinylsulfanylalkylamines |
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