PdCl 2 /CuCl 2 /Bi(OTf) 3 ‐promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl  o ‐Allylarylchromanones | Zendy

Hsueh NaiChen | Zendy; Chang MengYang | Zendy

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PdCl 2 /CuCl 2 /Bi(OTf) 3 ‐promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl o ‐Allylarylchromanones

Author(s) -

Hsueh NaiChen,

Chang MengYang

Publication year - 2020

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.202001021

Subject(s) - annulation , sulfonyl , chemistry , intramolecular force , ring (chemistry) , catalysis , intermolecular force , medicinal chemistry , stereochemistry , organic chemistry , molecule , alkyl

PdCl 2 /CuCl 2 /Bi(OTf) 3 ‐promoted intramolecular domino annulation of sulfonyl o ‐allylarylchromanones provides tetracyclic sulfonyl dibenzooxabicyclo[3.3.1]nonanes and bicyclic arylnaphthalenes with good to excellent yields in MeOH at room (25 °C) and refluxing (65 °C) temperature, respectively. The starting sulfonyl o ‐allylarylchromanones can be easily obtained from the intermolecular cyclocondensation of α‐sulfonyl o ‐hydroxyacetophenones and o ‐allylbenzaldehydes. The uses of various catalysts and solvent systems are investigated herein for convenient transformation. A plausible mechanism is proposed and discussed. This protocol provides one‐pot ring closure via carbon‐carbon (C−C) bond formation.

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