The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Picolinamide( cas:1452-77-3 ) is researched.Application of 1452-77-3.Wang, Xia; Yang, Peng; Hu, Bo; Zhang, Qian; Li, Dong published the article 《Hypervalent Iodine Reagent-Promoted Hofmann-Type Rearrangement/Carboxylation of Primary Amides》 about this compound( cas:1452-77-3 ) in Journal of Organic Chemistry. Keywords: secondary amide preparation; primary amide hypervalent iodine reagent Hofmann rearrangement carboxylation. Let’s learn more about this compound (cas:1452-77-3).
A novel transformation of primary amides RC(O)NH2 (R = Ph, thiophen-2-yl, Bu, cyclopropyl, etc.) to secondary amides RNHC(O)R1 (R1 = methyltrifluoromethyl, Et, Ph, etc.) promoted by hypervalent iodine reagents Ph(I)(OC(O)R1)2 was developed. The hypervalent iodine reagent-mediated Hofmann-type rearrangement generated an isocyanate intermediate, which was subsequently trapped by an in situ generated carboxylic acid from the hypervalent iodine reagent to provide the corresponding secondary amides. This method provided a facile and efficient route for the synthesis of secondary amides from primary amides and also revealed novel reactivities of hypervalent iodine reagents.
In addition to the literature in the link below, there is a lot of literature about this compound(Picolinamide)Application of 1452-77-3, illustrating the importance and wide applicability of this compound(1452-77-3).
Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem