Boc groups as protectors and directors for Ir-catalyzed C-H borylation of heterocycles.
Ir-catalyzed C-H borylation is found to be compatible with Boc protecting groups. Thus, pyrroles, indoles, and azaindoles can be selectively functionalized at C-H positions beta to N. The Boc group can be removed on thermolysis or left intact during subsequent transformations.
Kallepalli
Venkata A
VA
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824-1322, USA.
Shi
Feng
F
Paul
Sulagna
S
Onyeozili
Edith N
EN
Maleczka
Robert E
RE
Smith
Milton R
MR
D001372:Aza Compounds / Q000737:chemistry; D001880:Boranes / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry; D002384:Catalysis; D005563:Formic Acid Esters; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D007495:Iridium; D011758:Pyrroles / Q000737:chemistry
D001372:Aza Compounds; D001880:Boranes; D001896:Boron Compounds; D005563:Formic Acid Esters; D006571:Heterocyclic Compounds; D007211:Indoles; D011758:Pyrroles; C000345:t-butyloxycarbonyl group; D007495:Iridium