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Synthesis of 6/5/3-Fused Tricyclic Scaffolds via Multistep Cascade Cyclization of α-Aryl Vinylsulfoniums with para -Quinamines and para -Quinols.

Authors :
Wang ZH
Huang DQ
Wang P
Yang L
You Y
Zhao JQ
Zhang YP
Yuan WC
Source :
Organic letters [Org Lett] 2024 Jul 19; Vol. 26 (28), pp. 5905-5910. Date of Electronic Publication: 2024 Jul 09.
Publication Year :
2024

Abstract

Herein, we present a straightforward approach to access hydroindoline-5-one-based 6/5/3-fused polycyclic ring structures through multistep cascade reactions involving α-aryl vinylsulfoniums and para -quinamines. The reactions proceed smoothly under mild conditions to deliver the desired products in generally good isolated yields. This protocol is also applicable to the cascade cycloaddition reactions of α-aryl vinylsulfoniums and para -quinols, effectively generating complex tricyclic scaffolds. In addition, the scale-up synthesis and further derivatizations demonstrate the potential synthetic application of the protocol.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
28
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
38980194
Full Text :
https://doi.org/10.1021/acs.orglett.4c01740