Directed C−H functionalization has been realized as a complimentary technique to achieve borylation at a distal position of aliphatic amines. Here, we demonstrated the oxidative borylation at the distal δ‐position of aliphatic amines using various borylating agents, a palladium catalyst, and a rightly tuned ligand in the presence of a cheap oxidant. Moreover, an organopalladium δ‐C(sp3)‐H‐activated intermediate has been isolated and crystallographically characterized to get mechanistic insight.
Catalytic C(sp 3 )−H Arylation of Free Primary Amines with an exo Directing Group Generated In Situ
Herein, we report the palladium‐catalyzed direct arylation of unactivated aliphatic C−H bonds in free primary amines. This method takes advantage of an
- NSF-PAR ID:
- 10235938
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Angewandte Chemie
- Volume:
- 128
- Issue:
- 31
- ISSN:
- 0044-8249
- Page Range / eLocation ID:
- p. 9230-9233
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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Abstract Directed C−H functionalization has been realized as a complimentary technique to achieve borylation at a distal position of aliphatic amines. Here, we demonstrated the oxidative borylation at the distal δ‐position of aliphatic amines using various borylating agents, a palladium catalyst, and a rightly tuned ligand in the presence of a cheap oxidant. Moreover, an organopalladium δ‐C(sp3)‐H‐activated intermediate has been isolated and crystallographically characterized to get mechanistic insight.
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