Phosphine-catalyzed [5+1] annulation of β′-acetoxy allenoates: straightforward access to tetrahydroquinoline derivatives

An unprecedented phosphine-catalyzed [5+1] annulation of β′-acetoxy allenoates with 1,5-dinucleophiles has been developed, which provides novel and facile access to functionalized tetrahydroquinolines in good to high yields in the presence of PPh 3 and K 3 PO 4 under mild reaction conditions. Notabl...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (78), p.11712-11715
Main Authors: Zhu, Yannan, Xu, Zhili, Wang, Yi-Ning
Format: Article
Language:English
Subjects:
Chemical reactions
Lewis base
Organic chemistry
Phosphines
Potassium phosphates
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An unprecedented phosphine-catalyzed [5+1] annulation of β′-acetoxy allenoates with 1,5-dinucleophiles has been developed, which provides novel and facile access to functionalized tetrahydroquinolines in good to high yields in the presence of PPh 3 and K 3 PO 4 under mild reaction conditions. Notably, it is the first report of β′-acetoxy allenoates acting as C1 synthons in Lewis base-catalyzed annulation reactions. A phosphine-catalyzed [5+1] annulation reaction of β′-acetoxy allenoates with 1,5-dinucleophiles was developed to readily access functionalized tetrahydroquinolines in good to high yields.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc03413e