1257661-35-0Relevant articles and documents
Highly selective Markovnikov hydroboration of alkyl-substituted terminal alkenes with a phosphine-copper(i) catalyst
Iwamoto, Hiroaki,Kubota, Koji,Ito, Hajime
, p. 5916 - 5919 (2016)
A new method has been developed for the Markovnikov hydroboration of alkyl-substituted terminal alkenes. Notably, the use of a bulky bisphosphine-copper(i) catalyst system resulted in high regioselectivity to afford secondary alkylboronates from the corresponding terminal alkenes (branch/linear = 92 : 8-97 : 3). This method also exhibited good functional group compatibility.
Electrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters
Cao, Yangmin,Hu, Ping,Huang, Cheng,Liu, Zhao,Lu, Qingquan,Ma, Wan,Peng, Pan,Qi, Xiaotian,Wang, Bingbing
supporting information, p. 12985 - 12991 (2021/09/03)
Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X = I, Br, Cl) enabled by electroreduction is reported. This process provides an efficient and practical access to primary, secondary, and tertiary boronic esters at a high current. More than 70 examples, including the late-stage borylation of natural products and drug derivatives, are furnished at room temperature, thereby demonstrating the broad utility and functional-group tolerance of this protocol. Mechanistic studies disclosed that B2cat2 serves as both a reagent and a cathodic mediator, enabling electroreduction of difficult-to-reduce alkyl bromides or chlorides at a low potential.
METHODS OF BORYLATION AND USES THEREOF
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Page/Page column 35; 52, (2021/04/30)
The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.
Metal catalyst-free photo-induced alkyl C-O bond borylation
Chen, Changzhou,Gong, Hegui,Lei, Chuanhu,Ma, Guobin,Talukdar, Sangita,Zhao, Xinluo
, p. 10219 - 10222 (2020/09/18)
Metal catalyst free, blue visible light-induced C-O bond borylation of unactivated tertiary alkyl methyl oxalates has been developed to furnish tertiary alkyl boronates. From the secondary alcohols activated with imidazolylthionyl, moderate yields of boronates were attained under standard photo-induced conditions. Preliminary mechanistic studies confirmed the involvement of a (DMF)2-B2cat2 adduct that weakly absorbs light at 437 nm so as to initiate a Bcat radical. A radical-chain process is proposed wherein the alkyl radical is engaged. This journal is