7486-91-1Relevant articles and documents
Nickel-Catalyzed Reaction of C-H Bonds in Amides with I2: Ortho-Iodination via the Cleavage of C(sp2)-H Bonds and Oxidative Cyclization to β-Lactams via the Cleavage of C(sp3)-H Bonds
Aihara, Yoshinori,Chatani, Naoto
, p. 4323 - 4329 (2016)
The first example of the nickel(II)-catalyzed reaction of amides using inexpensive and milder molecular iodine (I2) as an iodinating reagent is reported. The reaction of aromatic amides having an 8-amino-5-choloroquinoline as a directing group
Copper-catalyzed site-selective intramolecular amidation of unactivated C(sp3)-H bonds
Wu, Xuesong,Zhao, Yan,Zhang, Guangwu,Ge, Haibo
, p. 3706 - 3710 (2014/04/17)
The intramolecular dehydrogenative amidation of aliphatic amides, directed by a bidentate ligand, was developed using a copper-catalyzed sp3 C-H bond functionalization process. The reaction favors predominantly the C-H bonds of β-methyl groups over the unactivated methylene C-H bonds. Moreover, a preference for activating sp3 C-H bonds of β-methyl groups, via a five-membered ring intermediate, over the aromatic sp2 C-H bonds was also observed in the cyclometalation step. Additionally, sp3 C-H bonds of unactivated secondary sp3 C-H bonds could be functionalized by favoring the ring carbon atoms over the linear carbon atoms. Getting ahead on tams: The intramolecular dehydrogenative amidation of aliphatic amides, directed by a bidentate ligand, was developed using a copper-catalyzed sp 3 C-H bond functionalization process to deliver β-lactams. The reaction favors the C-H bonds of β-methyl groups over the unactivated methylene C-H bonds, as well as aromatic C(sp2)-H bonds and unactivated secondary C(sp3)-H bonds of rings.
Reduction process for the preparation of 4-unsubstituted azetidin-2-ones
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, (2008/06/13)
Novel process for the preparation of azetidin-2-ones of the formula STR1 wherein R1 and R2 independently from each other are hydrogen, or an organic group linked to the ring carbon via a carbon atom, a nitrogen atom or an oxygen atom, characterized in that a corresponding 4-acyloxyazetidin-2-one, which is substituted by a group --O--CO--R3 at the 4-position, wherein R3 is hydrogen or an organic radical stable at the reaction conditions, is reacted with a complex metal hydride comprising reactive hydride ions, such as, lithium borohydride, sodium borohydride, potassium borohydride, zinc borohydride or tetraorganoammonium borohydride.
