Synthetic Route of C12H17BO2In 2021 ,《Mechanistic insights into the dearomative diborylation of pyrazines: a radical or non-radical process?》 appeared in Dalton Transactions. The author of the article were Gao, Liuzhou; Zhang, Hanyin; Liu, Xueting; Wang, Guoqiang; Li, Shuhua. The article conveys some information:
The mechanisms of the dearomative diborylation of pyrazines were studied via a combination of d. functional theory (DFT) calculations and exptl. studies. DFT calculations revealed that a non-radical mechanism involving two successive [3,3]-σ-rearrangement-type processes is responsible for the diborylation of pyrazine with bis(pinacolato)diboron (B2pin2). However, this non-radical process is highly unfavorable for the diborylation reaction of sterically hindered pyrazine (2,3-dimethylpyrazine). For the diboration reaction of 2,3-dimethylpyrazine with B2pin2 in the presence of 2,6-dichloro-4,4′-bipyridine as the catalyst, 4,4′-bipyridine-mediated radical pathway proceeding through a B-B homolytic cleavage/boryl radical addition is preferred. Control experiments combined with kinetic studies provided supportive evidence for the proposed mechanism. In the experimental materials used by the author, we found 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Synthetic Route of C12H17BO2)
4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) also known as boronate ester, is generally used in metal-catalyzed C-C bond formation reactions like Suzuki–Miyaura reaction.Synthetic Route of C12H17BO2
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