Tandem Demethylation/Annulation/Oxidation of 2,3-Bis(2-methoxyphenyl)-3-oxopropanals for One-Pot Construction of Coumestans

Jiefeng Zhang; Jiakun Qiu; Chunmei Xiao; Lifang Yu; Fan Yang; Jie Tang

doi:10.1002/ejoc.201600122

Tandem Demethylation/Annulation/Oxidation of 2,3-Bis(2-methoxyphenyl)-3-oxopropanals for One-Pot Construction of Coumestans

Jiefeng Zhang
, Jiakun Qiu
, Chunmei Xiao
, Lifang Yu
, Fan Yang^*
, Jie Tang

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

13 Scopus citations

Abstract

A convenient and practical approach to coumestans has been successfully developed by using a one-pot tandem demethylation/annulation/oxidation reaction sequence that employs easily accessible 2,3-bis(2-methoxyphenyl)-3-oxopropanals as the starting material. This synthetic protocol provided a variety of coumestan derivatives in good to excellent yields under mild conditions. The exploration of biologically active coumestan compounds is a potential application of this synthetic method.

Original language	English
Pages (from-to)	3380-3385
Number of pages	6
Journal	European Journal of Organic Chemistry
Volume	2016
Issue number	20
DOIs	https://doi.org/10.1002/ejoc.201600122
State	Published - Jul 2016

Keywords

Annulation
Domino reactions
Oxidation
Oxygen heterocycles
Tautomerism

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10.1002/ejoc.201600122

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title = "Tandem Demethylation/Annulation/Oxidation of 2,3-Bis(2-methoxyphenyl)-3-oxopropanals for One-Pot Construction of Coumestans",

abstract = "A convenient and practical approach to coumestans has been successfully developed by using a one-pot tandem demethylation/annulation/oxidation reaction sequence that employs easily accessible 2,3-bis(2-methoxyphenyl)-3-oxopropanals as the starting material. This synthetic protocol provided a variety of coumestan derivatives in good to excellent yields under mild conditions. The exploration of biologically active coumestan compounds is a potential application of this synthetic method.",

keywords = "Annulation, Domino reactions, Oxidation, Oxygen heterocycles, Tautomerism",

author = "Jiefeng Zhang and Jiakun Qiu and Chunmei Xiao and Lifang Yu and Fan Yang and Jie Tang",

note = "Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2016",

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T1 - Tandem Demethylation/Annulation/Oxidation of 2,3-Bis(2-methoxyphenyl)-3-oxopropanals for One-Pot Construction of Coumestans

AU - Zhang, Jiefeng

AU - Qiu, Jiakun

AU - Xiao, Chunmei

AU - Yu, Lifang

AU - Yang, Fan

AU - Tang, Jie

PY - 2016/7

Y1 - 2016/7

N2 - A convenient and practical approach to coumestans has been successfully developed by using a one-pot tandem demethylation/annulation/oxidation reaction sequence that employs easily accessible 2,3-bis(2-methoxyphenyl)-3-oxopropanals as the starting material. This synthetic protocol provided a variety of coumestan derivatives in good to excellent yields under mild conditions. The exploration of biologically active coumestan compounds is a potential application of this synthetic method.

AB - A convenient and practical approach to coumestans has been successfully developed by using a one-pot tandem demethylation/annulation/oxidation reaction sequence that employs easily accessible 2,3-bis(2-methoxyphenyl)-3-oxopropanals as the starting material. This synthetic protocol provided a variety of coumestan derivatives in good to excellent yields under mild conditions. The exploration of biologically active coumestan compounds is a potential application of this synthetic method.

KW - Annulation

KW - Domino reactions

KW - Oxidation

KW - Oxygen heterocycles

KW - Tautomerism

UR - https://www.scopus.com/pages/publications/84977142791

U2 - 10.1002/ejoc.201600122

DO - 10.1002/ejoc.201600122

M3 - 文章

AN - SCOPUS:84977142791

SN - 1434-193X

VL - 2016

SP - 3380

EP - 3385

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 20

ER -

Tandem Demethylation/Annulation/Oxidation of 2,3-Bis(2-methoxyphenyl)-3-oxopropanals for One-Pot Construction of Coumestans

Abstract

Keywords

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