Iridium-catalysed C–H borylation of β-aryl-aminopropionic acids

Robinson, Henry; Stillibrand, Joe; Simelis, Klemensas; Macdonald, Simon J. F.; Nortcliffe, Andrew

doi:10.1039/d0ob01495h

Cited by 6 publications

(4 citation statements)

References 27 publications

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“…These boronates serve as diverse building blocks in medicinal chemistry. 86 Implementing this approach, they synthesized the 3-bromo-5-tert-butyl intermediate ( 79) from ( 77) as part of the synthesis of integrin antagonist 80 (Fig. 14).…”

Section: Application In the Total Syntheses Of Natural Productsmentioning

confidence: 99%

C–H borylation: a tool for molecular diversification

Guria,

Hassan,

Chattopadhyay

2024

Org. Chem. Front.

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Section: Application In the Total Syntheses Of Natural Productsmentioning

confidence: 99%

C–H borylation: a tool for molecular diversification

Guria,

Hassan,

Chattopadhyay

2024

Org. Chem. Front.

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“…233 The C-H borylation strategy was used as a key step to prepare a reported selective integrin antagonist by Nortcliffe and co-workers. 234 For example, the 3-bromo-5-tert-butyl intermediate was prepared by utilising the C-H borylation strategy, followed by several manipulations, which provided the integrin antagonist as illustrated in Scheme 119.…”

Section: Application In Therapeuticsmentioning

confidence: 99%

Metal-catalysed C–H bond activation and borylation

et al. 2022

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“…The borylation−bromination sequence did not erode the enantiomeric excess of the material and was applied to the synthesis of a integrin antagonist (Scheme 60). 119…”

Section: Transition-metal-catalyzed Borylation Of C−h Bonds In the Sy...mentioning

confidence: 99%

Transition-Metal-Catalyzed Silylation and Borylation of C–H Bonds for the Synthesis and Functionalization of Complex Molecules

Yu,

Wilson,

Hartwig

2023

Chem. Rev.

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The functionalization of C−H bonds in organic molecules containing functional groups has been one of the holy grails of catalysis. One synthetically important approach to the diverse functionalization of C−H bonds is the catalytic silylation or borylation of C−H bonds, which enables a broad array of downstream transformations to afford diverse structures. Advances in both undirected and directed methods for the transition-metal-catalyzed silylation and borylation of C−H bonds have led to their rapid adoption in early-, mid-, and late-stage of the synthesis of complex molecules. In this Review, we review the application of the transition-metal-catalyzed silylation and borylation of C−H bonds to the synthesis of bioactive molecules, organic materials, and ligands. Overall, we aim to provide a picture of the state of art of the silylation and borylation of C−H bonds as applied to the synthesis and modification of diverse architectures that will spur further application and development of these reactions.

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Iridium-catalysed C–H borylation of β-aryl-aminopropionic acids

Cited by 6 publications

References 27 publications

C–H borylation: a tool for molecular diversification

C–H borylation: a tool for molecular diversification

Metal-catalysed C–H bond activation and borylation

Transition-Metal-Catalyzed Silylation and Borylation of C–H Bonds for the Synthesis and Functionalization of Complex Molecules

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