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Synfacts 2011(11): 1252-1252  
DOI: 10.1055/s-0031-1289247
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Denitrogenative Deuteration of Solid-Supported Triazenes

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Takuma Sato
S. Vanderheiden, B. Bulat, T. Zevaco, N. Jung*, S. Bräse*
Karlsruher Institut für Technologie, Karlsruhe and Eggenstein-Leopoldshafen, Germany
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Publication History

Publication Date:
19 October 2011 (online)

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Significance

The solid-phase synthesis of deuterated arenes was described. Substituted ani­lines were converted into the immobilized tri­azenes through diazotization followed by the treatment with benzylamine resin. Thermal decomposition of the supported triazenes afforded the corresponding mono-deuterated and methoxy-d 3 arenes in the presence of trifluoroacetic acid-d (TFA-d)-THF-d 8 (method A), TFA-d-methanol-d 4 (method B), and TFA-methanol-d 4 (method C), ­respectively.