Iridium-catalysed C–H borylation of β-aryl-aminopropionic acids. Issue 34 (20th August 2020)

• Record Type: Journal Article
• Authors: Robinson, Henry; Stillibrand, Joe; Simelis, Klemensas; Macdonald, Simon J. F.; Nortcliffe, Andrew
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 34(2020)
• Page Start: 6696
• Page End: 6701
• Publication Date: 2020-08-20
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob01495h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Iridium-catalysed C–H borylation of β-aryl-aminopropionic acid derivatives gives 3, 5-functionalised protected β-aryl-aminopropionic acid boronates. One-pot borylation–functionalisation provides diverse building blocks for medicinal chemistry. Abstract : Iridium-catalysed catalytic, regioselective C–H borylation of β-aryl-aminopropionic acid derivatives gives access to 3, 5-functionalised protected β-aryl-aminopropionic acid boronates. The synthetic versatility of these new boronates is demonstrated through sequential one-pot functionalisation reactions to give diverse building blocks for medicinal chemistry. The C–H borylation is also effective for dipeptide substrates. We have exemplified this methodology in the synthesis of a pan αv integrin antagonist.