Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides was written by Ardiansah, Bayu;Tanimoto, Hiroki;Tomohiro, Takenori;Morimoto, Tsumoru;Kakiuchi, Kiyomi. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Category: alcohols-buliding-blocks The following contents are mentioned in the article:
Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides such as 3-phenylpropyl azide, (3-azidopentyl)benzene, 1,12-diazidooctadecane, 7-azido-3,7-dimethyloctan-1-ol, etc. were converted to the corresponding carbonyl compounds such as 2-phenylpropanal, 1-phenylpentan-2-one, 12-oxooctadecanal, 1-phenylpropan-2-one, N-benzylpropan-2-amine, etc. and 2-phenylimino-indan-1,3-dione without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8Category: alcohols-buliding-blocks).
3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts