Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1-Acylmethyl-4-Arylnaphthalenes

Xinchi Gong; Shixuan Bu; Siling Lei; Hongyan Bi; Jianfeng Huang; Sunewang R. Wang

doi:10.1002/ejoc.202400698

Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1-Acylmethyl-4-Arylnaphthalenes

Xinchi Gong
, Shixuan Bu
, Siling Lei
, Hongyan Bi
, Jianfeng Huang
, Sunewang R. Wang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

3 Scopus citations

Abstract

Tf₂NH-mediated decarboxylative dearomatization reaction of benzonorcaradiene γ-ketoacids, in situ generated by intramolecular alkenylation of alkynylcyclopropane γ-ketoacids or their tert-butyl esters, has been described for regioselective synthesis of polyfunctionalized 1-acylmethyl-4-arylnaphthalenes.

Original language	English
Article number	e202400698
Journal	European Journal of Organic Chemistry
Volume	27
Issue number	41
DOIs	https://doi.org/10.1002/ejoc.202400698
State	Published - 4 Nov 2024

Keywords

Alkynylcyclopropane
Aromatization
Benzonorcaradiene
Decarboxylation
Naphthalene

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10.1002/ejoc.202400698

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@article{f2d49689ea604b4cb83ad7290b260f2c,

title = "Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1-Acylmethyl-4-Arylnaphthalenes",

abstract = "Tf2NH-mediated decarboxylative dearomatization reaction of benzonorcaradiene γ-ketoacids, in situ generated by intramolecular alkenylation of alkynylcyclopropane γ-ketoacids or their tert-butyl esters, has been described for regioselective synthesis of polyfunctionalized 1-acylmethyl-4-arylnaphthalenes.",

keywords = "Alkynylcyclopropane, Aromatization, Benzonorcaradiene, Decarboxylation, Naphthalene",

author = "Xinchi Gong and Shixuan Bu and Siling Lei and Hongyan Bi and Jianfeng Huang and Wang, \{Sunewang R.\}",

note = "Publisher Copyright: {\textcopyright} 2024 Wiley-VCH GmbH.",

year = "2024",

month = nov,

day = "4",

doi = "10.1002/ejoc.202400698",

language = "英语",

volume = "27",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "41",

}

TY - JOUR

T1 - Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1-Acylmethyl-4-Arylnaphthalenes

AU - Gong, Xinchi

AU - Bu, Shixuan

AU - Lei, Siling

AU - Bi, Hongyan

AU - Huang, Jianfeng

AU - Wang, Sunewang R.

PY - 2024/11/4

Y1 - 2024/11/4

N2 - Tf2NH-mediated decarboxylative dearomatization reaction of benzonorcaradiene γ-ketoacids, in situ generated by intramolecular alkenylation of alkynylcyclopropane γ-ketoacids or their tert-butyl esters, has been described for regioselective synthesis of polyfunctionalized 1-acylmethyl-4-arylnaphthalenes.

AB - Tf2NH-mediated decarboxylative dearomatization reaction of benzonorcaradiene γ-ketoacids, in situ generated by intramolecular alkenylation of alkynylcyclopropane γ-ketoacids or their tert-butyl esters, has been described for regioselective synthesis of polyfunctionalized 1-acylmethyl-4-arylnaphthalenes.

KW - Alkynylcyclopropane

KW - Aromatization

KW - Benzonorcaradiene

KW - Decarboxylation

KW - Naphthalene

UR - https://www.scopus.com/pages/publications/85208538018

U2 - 10.1002/ejoc.202400698

DO - 10.1002/ejoc.202400698

M3 - 文章

AN - SCOPUS:85208538018

SN - 1434-193X

VL - 27

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 41

M1 - e202400698

ER -

Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1-Acylmethyl-4-Arylnaphthalenes

Abstract

Keywords

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