Harnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization was written by Kallepalli, Venkata A.;Gore, Kristin A.;Shi, Feng;Sanchez, Luis;Chotana, Ghayoor A.;Miller, Susanne L.;Maleczka, Robert E.;Smith, Milton R.. And the article was included in Journal of Organic Chemistry in 2015.Formula: C13H15BClF3O2 This article mentions the following:
In the presence of iridium catalysts such as [Ir(cod)OMe]2, aryl and heteroaryl mono- and di(pinacolboronates) underwent regioselective deborylation; reaction of aryl- and heteroaryl mono(pinacolboronates) using D2O yielded regioselectively deuterated arenes, while deborylation of di(pinacolboronates) yielded mono(pinacolboronates) with different and complementary regioselectivity from a direct monoborylation. Di(pinacolboronates) were prepared using iridium-catalyzed borylation; diborylation and chemoselective deborylation reactions were performed in one pot in some instances. The iridium-catalyzed borylations were compared to palladium-catalyzed deborylations of diborylated indoles described by Movassaghi; for a 3-methylindole-derived diboronate and for three thiophenediboronates, the iridium-catalyzed conditions were more effective. Nonracemic clopidogrel was regioselectively deuterated and monoborylated using iridium-catalyzed mono- and diborylation and deborylation reactions. In the experiment, the researchers used many compounds, for example, 2-(3-Chloro-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 942069-65-0Formula: C13H15BClF3O2).
2-(3-Chloro-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 942069-65-0) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Formula: C13H15BClF3O2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics