4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 23, Pages 9199-9201

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo901822b

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Funding

  1. BASF, Inc.
  2. Michigan Economic Development Corp.
  3. NIH [GM63188]
  4. ACS Green Chemistry Institute's Pharmaceutical Roundtable
  5. Pfizer

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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 call be removed on thermolysis or left intact during subsequent transformations.

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