Aromatic azides are inert towards triethylsilane under thermal conditions in the presence of a radical initiator, but in the presence of additional catalytic amounts of tert-dodecanethiol afford anilinosilanes and thence the corresponding anilines in virtually quantitative yields.
M. L. Benati, G. Bencivenni, R. Leardini, M. Minozzi, D. Nanni, R. Scialpi, et al. (2006). Radical Reduction of Aromatic Azides to Amines with Triethylsilane. JOURNAL OF ORGANIC CHEMISTRY, 71, 5822-5825 [10.1021/jo060824k].
Radical Reduction of Aromatic Azides to Amines with Triethylsilane
BENATI, MARIA LUISA;BENCIVENNI, GIORGIO;LEARDINI, RINO;MINOZZI, MATTEO;NANNI, DANIELE;SCIALPI, ROSANNA;SPAGNOLO, PIERO;ZANARDI, GIUSEPPE
2006
Abstract
Aromatic azides are inert towards triethylsilane under thermal conditions in the presence of a radical initiator, but in the presence of additional catalytic amounts of tert-dodecanethiol afford anilinosilanes and thence the corresponding anilines in virtually quantitative yields.File in questo prodotto:
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