1609628-55-8Relevant academic research and scientific papers
Base-promoted, deborylative secondary alkylation of N-heteroaromatic: N -oxides with internal gem -bis[(pinacolato)boryl]alkanes: A facile derivatization of 2,2′-bipyridyl analogues
Hwang, Chiwon,Jo, Woohyun,Cho, Seung Hwan
, p. 7573 - 7576 (2017)
A base-promoted, secondary alkylation of N-heteroaromatic N-oxides using internal gem-bis[(pinacolato)boryl]alkanes as alkylation reagents is reported. The reaction exhibits a broad scope, providing deoxygenated secondary alkylated N-heteroaromatic compounds with high efficiency. The usefulness of the developed protocol is evidenced by the sequential direct alkylation of 2,2′-bipyridine-N-oxide.
α-C-H borylation of secondary alcohols: Via Ru/Fe relay catalysis: Building a platform for alcoholic C-H/C-O functionalizations
Zhu, Qing,He, Zeyu,Wang, Lu,Hu, Yue,Xia, Chungu,Liu, Chao
, p. 11884 - 11887 (2019/10/11)
An unprecedented α-C-H borylation of secondary alcohols was successfully achieved and delivered various tertiary α-boryl alcohols via [Ru]/[Fe] relay catalysis. The dehydrogenation catalyst (Ru) and borylation catalyst (Fe) interacted to increase the chemoselectivity. By installing the "platform functional group" Bpin via this α-C-H borylation, several alcoholic α-C-H and C-O bond functionalizations were successfully achieved.
Palladium-Catalyzed Cross-Coupling of gem-Bis(boronates) with Aryl Halides: An Alternative to Access Quaternary α-Aryl Aldehydes
Zheng, Purui,Zhai, Yujie,Zhao, Xiaoming,Xu, Tao
supporting information, p. 393 - 396 (2019/01/23)
The compounds with a quaternary α-aryl aldehyde skeleton are important units in organic chemistry. Previously, the aryl group and carbonyl group are introduced in a stepwise manner. Herein, a novel route is developed to construct the quaternary α-aryl aldehydes with gem-bis(boronates) as precursors, in which the two groups are installed simultaneously. The gem-bis(boronates) are readily available from ketones; as a result, this methodology provides a more general strategy to produce the quaternary α-aryl aldehydes with broad scopes and synthetic convenience.
On the scope of the Pt-catalyzed Srebnik diborylation of diazoalkanes. An efficient approach to chiral tertiary boronic esters and alcohols via B-stabilized carbanions
Wommack, Andrew J.,Kingsbury, Jason S.
supporting information, p. 3163 - 3166 (2014/05/20)
Conditions milder than those previously reported are shown to be generally applicable to the Pt-catalyzed insertion of non-carbonyl-stabilized diazoalkanes into B2pin2. Selective transformation of one (pinacolato)boryl unit in the products is enabled by rapid, low-temperature deboronation in the presence of a Lewis base and genesis of a highly reactive B-stabilized carbanion.
