Reeves, Benjamin M. published the artcileTransition-Metal-Free Reductive Hydroxymethylation of Isoquinolines, Safety of 2,2-Dimethoxyethanamine, the main research area is isoquinolinium iodide paraformaldehyde reductive hydroxymethylation Cannizzaro Evans Tishchenko; hydroxymethylated tetrahydroisoquinoline preparation; potassium methoxide isoquinolinium iodide paraformaldehyde methylation hydroxymethylation tandem; tetrahydroisoquinoline one pot preparation; formaldehyde; reductive-functionalization; tandem reaction; tetrahydroisoquinoline; transition-metal-free synthesis.
A transition-metal-free reductive hydroxymethylation reaction has been developed, enabling the preparation of tetrahydroisoquinolines, e.g., I, bearing C4-quaternary centers from the corresponding isoquinolines. Deuterium labeling studies and control experiments enable a potential mechanism to be elucidated which features a key Cannizzaro-type reduction followed by an Evans-Tishchenko reaction. When isoquinolines featuring a proton at the 4-position are used, a tandem methylation-hydroxymethylation occurs, leading to the formation of II with 2 new C-C bonds in one pot.
Angewandte Chemie, International Edition published new progress about C-C bond formation. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Safety of 2,2-Dimethoxyethanamine.
Referemce:
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Alcohols – Chemistry LibreTexts