Shelp, Russell A.; Ciro, Anthony; Pu, Youge; Merchant, Rohan R.; Hughes, Jonathan M. E.; Walsh, Patrick J. published their research in Chemical Science in 2021. The article was titled 《Strain-release 2-azaallyl anion addition/borylation of [1.1.1]propellane: synthesis and functionalization of benzylamine bicyclo[1.1.1]pentyl boronates》.Reference of 1-Bromo-3-methoxybenzene The article contains the following contents:
A three-component reaction between N-benzyl ketimines (C6H5)2C=NCH2Ar (Ar = 4-chlorophenyl, pyridin-3-yl, 1-benzothiophen-2-yl, etc.), [1.1.1]propellane, and pinacol boronates such as bis(pinacolato)diboron and i-PrOBpin to generate benzylamine bicyclo[1.1.1]pentane (BCP) pinacol boronates I was reported. These structures are analogs to highly sought diarylmethanamine cores, which are common motifs in bioactive mols. The versatility of the boronate esters I (Ar = Ph, 3,5-difluorophenyl, 4-trifluoromethoxyphenyl) handle via downstream functionalization through a variety of reactions, including a challenging Pd-catalyzed (hetero)arylation that exhibits a broad substrate scope was demonstrated. These methods enable the synthesis of high-value BCP benzylamines II (R1 = naphthalen-2-yl, 4-(dimethylsulfamoyl)phenyl, pyridin-4-yl, etc.) and were inaccessible by existing methods. Furthermore, the successful application of these newly developed (hetero)arylation conditions to a variety of challenging tertiary pinacol boronates, including nitrogen-containing heterocycles, 1,1-disubstituted cyclopropanes, and other BCP cores e.g., 4,4,5,5-tetramethyl-2-(1-phenylcyclopropyl)-1,3,2-dioxaborolane were demonstrated. In addition to this study using 1-Bromo-3-methoxybenzene, there are many other studies that have used 1-Bromo-3-methoxybenzene(cas: 2398-37-0Reference of 1-Bromo-3-methoxybenzene) was used in this study.
1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Reference of 1-Bromo-3-methoxybenzene
Referemce:
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Ether | (C2H5)2O – PubChem