In 2019,Chemical Science included an article by Zhou, Tongliang; Ji, Chong-Lei; Hong, Xin; Szostak, Michal. SDS of cas: 10365-98-7. The article was titled 《Palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides by carbon-nitrogen bond activation》. The information in the text is summarized as follows:
The first palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides RC(O)NR1R2 [R = Ph, naphth-2-yl, benzo[d][1,3]dioxol-5-yl, etc.; R1 = Ac, Ms, Ts, Boc; R2 = Me, Ph, Boc; R1R2 = -C(O)(CH2)3C(O)-, -C(O)(CH2)2C(O)-] and N-benzoylphthalimide for the synthesis of biaryls RR3 (R3 = cyclopropyl, thiophen-3-yl, dimethyl-1,2-oxazol-4-yl, etc.) through the selective activation of the N-C(O) bond of amides has been reported. This new method relies on the precise sequence engineering of the catalytic cycle, wherein decarbonylation occurs prior to the transmetalation step. The reaction is compatible with a wide range of boronic acids R3B(OH)2 and amides, providing valuable biaryls in high yields (>60 examples). DFT studies support a mechanism involving oxidative addition, decarbonylation and transmetalation and provide insight into high N-C(O) bond activation selectivity. Most crucially, the reaction establishes the use of palladium catalysis in the biaryl Suzuki-Miyaura cross-coupling of the amide bond and should enable the design of a wide variety of cross-coupling methods in which palladium rivals the traditional biaryl synthesis from aryl halides and pseudohalides. In addition to this study using 3-Methoxyphenylboronic acid, there are many other studies that have used 3-Methoxyphenylboronic acid(cas: 10365-98-7SDS of cas: 10365-98-7) was used in this study.
3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.SDS of cas: 10365-98-7
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem