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- Title
Pd‐Catalyzed β‐Selective C−H Arylation of Thiophenes with Triarylantimony Difluorides.
- Authors
Kitamura, Yuki; Murata, Yuki; Oguri, Ayaka; Matsumura, Mio; Kakusawa, Naoki; Naka, Hiroshi; Yasuike, Shuji
- Abstract
Regioselective C−H arylation using pentavalent organoantimony compounds as a new class of arylating reagents is described. The reaction of thiophenes with triarylantimony difluorides in the presence of 5 mol% of Pd(OAc)2 and 2 equiv. CuCl2 at 80 °C under aerobic conditions afforded the β‐arylated thiophene derivatives in moderate‐to‐high yields. The reaction is sensitive to the electronic nature of the triarylantimony difluorides – those bearing an electron‐donating group on the phenyl ring showed higher reactivity than those have an electron‐withdrawing group. Regioselective C−H arylation using pentavalent organoantimony compounds as a new class of arylating reagents is described. Triarylantimony difluorides with various electron‐donating and electron‐withdrawing functional groups afforded the corresponding arylthiophene products in satisfactory yields through the palladium‐catalyzed C−H arylation under mild conditions.
- Subjects
PALLADIUM catalysts; ARYLATION; THIOPHENES
- Publication
Asian Journal of Organic Chemistry, 2019, Vol 8, Issue 1, p138
- ISSN
2193-5807
- Publication type
Article
- DOI
10.1002/ajoc.201800654