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  4. Palladium-Catalyzed Multicomponent Synthesis of Fully Substituted Alkylidene Furanones
 
research article

Palladium-Catalyzed Multicomponent Synthesis of Fully Substituted Alkylidene Furanones

Renteria-Gomez, Angel
•
Torres-Ochoa, Ruben O.  
•
Gamez-Montano, Rocio
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September 4, 2020
Organic Letters

In the presence of a catalytic amount of Pd(OAc)(2) and XantPhos, the three-component reaction of ynones, imines, and aryl iodides affords fully substituted alkylidene-furan-3(2H)-ones via a sequence of the Mannich reaction followed by chemo- and regioselective oxypalladation and reductive elimination. One carbon-oxygen and two carbon-carbon bonds are generated to afford the heterocycle in good to excellent yield.

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Type
research article
DOI
10.1021/acs.orglett.0c02578
Web of Science ID

WOS:000569377600065

Author(s)
Renteria-Gomez, Angel
Torres-Ochoa, Ruben O.  
Gamez-Montano, Rocio
Wang, Qian
Zhu, Jieping  
Date Issued

2020-09-04

Publisher

AMER CHEMICAL SOC

Published in
Organic Letters
Volume

22

Issue

17

Start page

7030

End page

7033

Subjects

Chemistry, Organic

•

Chemistry

•

domino reaction

•

3(2h)-furanones

•

cyclization

•

derivatives

•

nitriles

•

annulation

•

alkenes

•

ynones

•

acids

•

heteroannulation

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LSPN  
SB-SCGC  
Available on Infoscience
October 1, 2020
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/172050
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