A traceless directing group for C-H borylation.
Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic C-H borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in-situ, and product yields are substantially higher. Boc=tert-butoxycarbonyl, pin=pinacolato.
Department of Chemistry, Michigan State University, 578 S Shaw Lane, East Lansing, MI 48824-1322 (USA).
Sean M
SM
Preshlock
Donald L
DL
Plattner
Peter E
PE
Maligres
Shane W
SW
Krska
Robert E
RE
Maleczka
Milton R
MR
Smith
D000814:Aniline Compounds / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007211:Indoles / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry
D000814:Aniline Compounds; D001896:Boron Compounds; D007211:Indoles; D011758:Pyrroles
CH activation; anilines; borylation; catalysis; nitrogen heterocycles