2013
DOI: 10.1039/c3ra22905j
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A decade advancement of transition metal-catalyzed borylation of aryl halides and sulfonates

Abstract: A decade advancement of transition metal-catalyzed borylation of aryl halides and sulfonates3

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Cited by 219 publications
(76 citation statements)
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“…In this context, BAs are a very promising class of therapeutic agents, with several representatives reaching the market in areas such as oncology and antimicrobials. In addition to this, because the BA function can be synthetically introduced into the structures of organic molecules using methodologies like Miyaura borylation, 32,33 the range of BA based payloads that can be used to generate bioconjugates is very diverse and includes not only drugs but also pro-drugs and fluorescent molecules.…”
Section: Boronic Acids As Payloadsmentioning
confidence: 99%
“…In this context, BAs are a very promising class of therapeutic agents, with several representatives reaching the market in areas such as oncology and antimicrobials. In addition to this, because the BA function can be synthetically introduced into the structures of organic molecules using methodologies like Miyaura borylation, 32,33 the range of BA based payloads that can be used to generate bioconjugates is very diverse and includes not only drugs but also pro-drugs and fluorescent molecules.…”
Section: Boronic Acids As Payloadsmentioning
confidence: 99%
“…The catalytic conditions studied for the borylation model reaction were initiated with an activated aryl iodide since electron-withdrawing groups are known for the accelerated effect on the reaction rate [7]. Under the basic conditions of the classical Pd cycle, it is assumed that the higher the Ar-Pd(II)-X electrophilicity, the faster the transmetallation with bisorganodiboron.…”
Section: Discussionmentioning
confidence: 99%
“…7 While the reaction of organomagnesium and organolithium reagents with trialkyl borates, first described by Khotinsky (RMgX) 8 and Letsinger (RLi), 9 remains in use, transition metal-catalyzed C–X- 10 and C–H-borylation 11 reactions have recently emerged as efficient alternatives that bypass air- and moisture-sensitive intermediates. In addition, transition metal-free, base-mediated borylation of iodo- and bromoarenes to arylboronic esters, 12 as well as the Sandmeyer-type borylation of anilines 13 and electrophilic borylation of electron-rich arenes 14 have been recently developed.…”
mentioning
confidence: 99%