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Hydrosilane Reduction of Tertiary Carboxamides by Iron Carbonyl Catalysts
Author(s) -
Sunada Yusuke,
Kawakami Hiroko,
Imaoka Tsuyoshi,
Motoyama Yukihiro,
Nagashima Hideo
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200905025
Subject(s) - ruthenium , nitro , catalysis , chemistry , carbonyl group , carboxamide , platinum , reduction (mathematics) , combinatorial chemistry , metal carbonyl , medicinal chemistry , organic chemistry , metal , mathematics , geometry , alkyl
Fox in the carboxamide : Reduction of tertiary carboxamides to their corresponding amines is catalyzed by [Fe(CO) 5 ] or [Fe 3 (CO) 12 ], using 1,1,3,3‐tetramethyldisiloxane (TMDS) as the reducing agent. The reaction proceeds under either thermal or photochemical conditions. Unlike the hydrosilane reduction of amides using platinum or ruthenium catalysts, TMDS preferentially reduces a nitro group, even in the presence of competing amides.