In 2016,Aihara, Yoshinori; Chatani, Naoto published 《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》.ACS Catalysis published the findings.Computed Properties of C8H7BrO2 The information in the text is summarized as follows:
The first example of the nickel(II)-catalyzed reaction of amides using inexpensive and milder mol. iodine (I2) as an iodinating reagent is reported. The reaction of aromatic amides having an 8-amino-5-chloroquinoline as a directing group with I2 resulted in the production of ortho-iodination products. Deuterium labeling experiments indicate that the cleavage of C-H bonds is irreversible and is likely the rate-determining step, which is in sharp contrast to the previously reported transformation using the same Ni(II) catalyst/8-aminoquinoline chelation system. The reaction is applicable to the synthesis of β-lactams from aliphatic amides as the substrate, in which C(sp3)-H bonds are activated. The results of deuterium labeling experiments indicate that the cleavage of C(sp3)-H bonds is also irreversible.3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Computed Properties of C8H7BrO2) was used in this study.
3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Computed Properties of C8H7BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary