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- Title
Palladium‐Catalyzed Inward Isomerization Hydroaminocarbonylation of Alkenes.
- Authors
Zou, Xian‐Jin; Jin, Zhao‐Xing; Yang, Hui‐Yi; Wu, Fei; Ren, Zhi‐Hui; Guan, Zheng‐Hui
- Abstract
In contrast to the kinetically favored outward isomerization‐hydrocarbonylation of alkenes, the disfavored inward isomerization‐hydrocarbonylation of alkenes remains an important challenge. Herein, we have developed a novel and effective palladium‐catalyzed inward isomerization‐hydroaminocarbonylation of unactivated alkenes and aniline hydrochlorides for the formation of synthetically valuable α‐aryl carboxylic amides in high yields and high site‐selectivities. The high efficiency of the reaction is attributed to a relay catalysis strategy, in which the Markovnikov‐favored [PdH]‐PtBu3 catalyst is responsible for inward isomerization, while the [PdH]‐Ruphos catalyst is responsible for hydroaminocarbonylation of the resulting conjugated aryl alkenes. The reaction exhibits highly functional group tolerance and provides a new method for formal carbonylation of remote C(sp3)−H bond.
- Subjects
ALKENES; ISOMERIZATION; CARBONYLATION; AMIDES; FUNCTIONAL groups; CARBON monoxide
- Publication
Angewandte Chemie, 2024, Vol 136, Issue 26, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202406226