2009•The Journal of Organic ChemistryOpen access

Boc Groups as Protectors and Directors for Ir-Catalyzed C−H Borylation of Heterocycles

Venkata A. Kallepalli, Feng Jian Shi, Sulagna Paul, Edith N. Onyeozili, Robert E. Maleczka, Milton R. Smith

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Abstract

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.

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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.

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Available abstract

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.

Key concepts: Borylation, Thermal decomposition, Catalysis, Chemistry, Group (periodic table), Combinatorial chemistry, Decomposition, Medicinal chemistry

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