Heteroannulation enabled by a bimetallic Rh(iii)/Ag(i) relay catalysis: application in the total synthesis of aristolactam BII

A redox-neutral bimetallic Rh(iii)/Ag(i) relay catalysis allowed the efficient construction of 3-alkylidene isoindolinones and 3-alkylidene isobenzofuranones. The Rh(iii) catalyst was responsible for the C-H monofluoroalkenylation reaction, whereas the Ag(i) salt was an activator for the follow-up c...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2017, Vol.53 (41), p.5665-5668
Main Authors: Ji, Wei-Wei, Lin, E, Li, Qingjiang, Wang, Honggen
Format: Article
Language:English
Subjects:
Bimetals
Catalysis
Chemical reactions
Natural products
Organic chemistry
Relay
Synthesis
Synthesis (chemistry)
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Summary:A redox-neutral bimetallic Rh(iii)/Ag(i) relay catalysis allowed the efficient construction of 3-alkylidene isoindolinones and 3-alkylidene isobenzofuranones. The Rh(iii) catalyst was responsible for the C-H monofluoroalkenylation reaction, whereas the Ag(i) salt was an activator for the follow-up cyclization. The methodology developed was applied as a key step in the rapid total synthesis of the natural product aristolactam BII.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc02105d