25070-80-8Relevant articles and documents
De novo synthesis of troc-protected amines: Intermolecular rhodium-catalyzed C-H amination with N-tosyloxycarbamates
Lebel, Helene,Kim, Huard
, p. 639 - 642 (2007)
The rhodium-catalyzed intermolecular C-H insertion of the nitrene derived from 2,2,2-trichloroethyl-N-tosyloxycarbamate proceeded in good to excellent yields to produce a variety of Troc-protected amines. With cyclic aliphatic alkanes, it is possible to use only 2 equiv of substrate, whereas the reaction with aromatic alkanes is run neat. Not only does the nitrene insertion proceed in benzylic, secondary, and tertiary C-H bonds but also primary C-H insertion products were obtained in good yields. Finally, the use of chiral rhodium catalysts to provide an enantioselective version of this process is discussed.
N-methylimidazole-catalyzed synthesis of carbamates from hydroxamic acids via the lossen rearrangement
Yoganathan, Sabesan,Miller, Scott J.
, p. 602 - 605 (2013/04/11)
An efficient, one-pot, N-methylimidazole (NMI) accelerated synthesis of aromatic and aliphatic carbamates via the Lossen rearrangement is reported. NMI is a catalyst for the conversion of isocyanate intermediates to the carbamates. Moreover, the utility of arylsulfonyl chloride in combination with NMI minimizes the formation of often-observed hydroxamate-isocyanate dimers during the sequence. Under the present conditions, lowering of temperatures is also possible, enabling a mild protocol.
Unmodified nano-powder magnetite catalyzes a four-component aza-Sakurai reaction
Martinez, Ricardo,Ramon, Diego J.,Yus, Miguel
supporting information; experimental part, p. 1235 - 1240 (2009/05/30)
A new catalyst for an old material: magnetite is an excellent Lewis acid catalyst for the four-component aza-Sakurai reaction. The process could be repeated up to 15-times without losing effectiveness, with the catalyst recycling being as easy as the use of a simple magnet. The catalyst is selective and could discriminate between aldehyde and ketone functionalities, catalyzing first the reaction with the higher electrophilic aldehyde.