《Palladium(II)-Catalyzed Sp3/Sp2 γ- and δ-C-H Functionalization of Aryl Amines using 5-Methylisoxazole-3-Carboxamide as Directing Group》 was written by Singh, Prabhakar; Dalal, Arup; Babu, Srinivasarao Arulananda. Electric Literature of C7H7IThis research focused ontoluidine iodoarene palladium catalyst methylisoxazole carboxamide directed regioselective arylation; benzylamine iodoarene palladium catalyst methylisoxazole carboxamide directed regioselective arylation; diacetoxyiodo benzene toluidine palladium methylisoxazole carboxamide directed regioselective acetoxylation; iodosobenzene diacetate benzylamine palladium methylisoxazole carboxamide directed regioselective acetoxylation; phenethylamine palladium catalyst methylisoxazole carboxamide directed regioselective amidation heterocyclization; aminoethyl benzene palladium catalyst methylisoxazole carboxamide directed regioselective alkenylation. The article conveys some information:
The study comprising exploration of 5-methylisoxazole-3-carboxamide as a directing group (DG) for the Pd(II)-catalyzed sp3/sp2 γ- and δ-C-H activation/functionalization of aryl amines and assembling of various MICA motifs were reported. The Pd(II)-catalyzed MICA-aided γ-C(sp3)-H arylation/acetoxylation of ortho-toluidines gave various 2-aminodiphenylmethanes and 2-aminobenzyl acetates resp. The Pd(II)-catalyzed MICA-aided γ-C(sp2)-H arylation/acetoxylation of benzylamines gave the corresponding arylated/acetoxylated products. Furthermore, the Pd(II)-catalyzed MICA-aided δ-C(sp2)-H amidation/alkenylation of phenethylamines were also explored. Representative control reactions were done to assessed the relative effectiveness of MICA for the γ-C(sp3)-H arylation and MICA was a removable DG. Apart from the usage of MICA as a DG for the sp2/sp3 C-H functionalization of aryl amines, indirectly this process was led to the construction of a library of MICA motifs. This is an added advantage to note as the MICA-based motifs were valuable small mols. in medicinal chem. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Electric Literature of C7H7I)
1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Electric Literature of C7H7I
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com