Intramolecular Direct Arylation of 1,3-Diketone-Derived Enol Ethers in a Synthesis of Tricyclic Oxoisochromene Derivatives

Eoin Muimhneacháin; Leticia M. Pardo; Lorraine M. Bateman; U. B. Rao Khandavilli; Simon E. Lawrence; Gerard P. McGlacken

doi:10.1002/adsc.201700062

Intramolecular Direct Arylation of 1,3-Diketone-Derived Enol Ethers in a Synthesis of Tricyclic Oxoisochromene Derivatives

Eoin Muimhneacháin
, Leticia M. Pardo
, Lorraine M. Bateman
, U. B. Rao Khandavilli
, Simon E. Lawrence
, Gerard P. McGlacken

University College Cork

Research output: Contribution to journal › Article › peer-review

Abstract

A synthesis of tricyclic oxoisochromene derivatives via an intramolecular direct arylation of cycloalkyl-1,3-diketone-derived α,β-unsaturated ketone substrates is described. Interesting mechanistic insight has been gathered, based on deuterium migration studies, induced by palladium (Pd). (Figure presented.).

Original language	English
Pages (from-to)	1529-1534
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	359
Issue number	9
DOIs	https://doi.org/10.1002/adsc.201700062
Publication status	Published - 2 May 2017

Keywords

direct arylation
isochromenes
isotopic scrambling
Jeffery conditions
palladium

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10.1002/adsc.201700062

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title = "Intramolecular Direct Arylation of 1,3-Diketone-Derived Enol Ethers in a Synthesis of Tricyclic Oxoisochromene Derivatives",

abstract = "A synthesis of tricyclic oxoisochromene derivatives via an intramolecular direct arylation of cycloalkyl-1,3-diketone-derived α,β-unsaturated ketone substrates is described. Interesting mechanistic insight has been gathered, based on deuterium migration studies, induced by palladium (Pd). (Figure presented.).",

keywords = "direct arylation, isochromenes, isotopic scrambling, Jeffery conditions, palladium",

author = "Eoin Muimhneach{\'a}in and Pardo, \{Leticia M.\} and Bateman, \{Lorraine M.\} and \{Rao Khandavilli\}, \{U. B.\} and Lawrence, \{Simon E.\} and McGlacken, \{Gerard P.\}",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2017",

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doi = "10.1002/adsc.201700062",

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T1 - Intramolecular Direct Arylation of 1,3-Diketone-Derived Enol Ethers in a Synthesis of Tricyclic Oxoisochromene Derivatives

AU - Muimhneacháin, Eoin

AU - Pardo, Leticia M.

AU - Bateman, Lorraine M.

AU - Rao Khandavilli, U. B.

AU - Lawrence, Simon E.

AU - McGlacken, Gerard P.

PY - 2017/5/2

Y1 - 2017/5/2

N2 - A synthesis of tricyclic oxoisochromene derivatives via an intramolecular direct arylation of cycloalkyl-1,3-diketone-derived α,β-unsaturated ketone substrates is described. Interesting mechanistic insight has been gathered, based on deuterium migration studies, induced by palladium (Pd). (Figure presented.).

AB - A synthesis of tricyclic oxoisochromene derivatives via an intramolecular direct arylation of cycloalkyl-1,3-diketone-derived α,β-unsaturated ketone substrates is described. Interesting mechanistic insight has been gathered, based on deuterium migration studies, induced by palladium (Pd). (Figure presented.).

KW - direct arylation

KW - isochromenes

KW - isotopic scrambling

KW - Jeffery conditions

KW - palladium

UR - https://www.scopus.com/pages/publications/85018421158

U2 - 10.1002/adsc.201700062

DO - 10.1002/adsc.201700062

M3 - Article

AN - SCOPUS:85018421158

SN - 1615-4150

VL - 359

SP - 1529

EP - 1534

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 9

ER -

Intramolecular Direct Arylation of 1,3-Diketone-Derived Enol Ethers in a Synthesis of Tricyclic Oxoisochromene Derivatives

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Keywords

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