4-Bromothioanisole → 2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	4-Bromothioanisole	HCID 66037	—
Reagenz	Bis(pinacolato)diborane	HCID 2733548	—
Reagenz	2-Pyridin-2-yl-5-[2-[4-(trifluoromethyl)-1,3,2-dioxaborolan-2-yl]phenyl]pyridine	HCID 134956623	—
Katalysator	Bis(1,5-cyclooctadiene)dimethoxydiiridium	HCID 76001521	—
Lösungsmittel	P-Xylene	HCID 7809	—
Produkt	2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane	HCID 132510261	74%
Produkt	HCID 178503104	HCID 178503104	11%

Reaktionsbedingungen

Temperatur	55 °C

Reaktionsschritte

Ligand 3f: A mixture of ortho- and meta-borylated products (139 mg, 85% yield, ortho/meta + para = 6.6); ortho-borylated product 4f was obtained by further purification by GPC (101 mg, 62% yield), yellow solid (mp. 88-90 oC)

Herkunft & Nachweise

DOI	10.1002/anie.201610041
Quelldatensatz	Borylation dataset from Roche
ORD ID	ord-344f37acfe63498da614c14da31d0868
Quellennotiz	Borylation dataset from Roche