Radical Reduction of Aromatic Azides to Amines with Tributylgermanium Hydride

Radical Reduction of Aromatic Azides to Amines with Tributylgermanium Hydride

Aromatic azides are inert toward tributylgermanium hydride under thermal conditions in the absence and in the presence of a radical initiator but in the presence of catalytic amounts of benzenethiol undergo fast reaction, yielding reduced anilines and 2-germylated derivatives in high overall yields.

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Veröffentlicht in:Journal of organic chemistry 2006-01, Vol.71 (1), p.434-437
Hauptverfasser: Benati, Luisa, Bencivenni, Giorgio, Leardini, Rino, Minozzi, Matteo, Nanni, Daniele, Scialpi, Rosanna, Spagnolo, Piero, Zanardi, Giuseppe
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
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Zusammenfassung:Aromatic azides are inert toward tributylgermanium hydride under thermal conditions in the absence and in the presence of a radical initiator but in the presence of catalytic amounts of benzenethiol undergo fast reaction, yielding reduced anilines and 2-germylated derivatives in high overall yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0521697