Bi(OTf)3-catalyzed tandem reaction of naphthols with β,γ-unsaturated α-ketoesters. Efficient synthesis of functionalized 4H-chromenes

Hui Jing Li; Dong Hui Luo; Qin Xi Wu; Chun Yang Dai; Zhi Lun Shen; Yan Chao Wu

doi:10.1016/j.cclet.2014.05.023

Bi(OTf)₃-catalyzed tandem reaction of naphthols with β,γ-unsaturated α-ketoesters. Efficient synthesis of functionalized 4H-chromenes

Hui Jing Li^*
, Dong Hui Luo
, Qin Xi Wu
, Chun Yang Dai
, Zhi Lun Shen
, Yan Chao Wu

^*Corresponding author for this work

School of Marine Science and Technology, Harbin Institute of Technology Weihai
Peking University

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

16 Scopus citations

Abstract

An efficient synthesis of functionalized 4H-chromenes by the tandem reaction of β,γ-unsaturated α-ketoesters with 2-naphthols, 1-naphthols, and 1,3-dihydroxynaphthalenes has been accomplished with high selectivity and excellent yields in the presence of a catalytic amount of bismuth triflate [Bi(OTf)₃, 5 mol%] under mild conditions. The functionalized 4H-chromene synthesis and our previous 2H-chromene hemiacetal synthesis could complement each other to enrich reaction diversity.

Original language	English
Pages (from-to)	1235-1239
Number of pages	5
Journal	Chinese Chemical Letters
Volume	25
Issue number	9
DOIs	https://doi.org/10.1016/j.cclet.2014.05.023
State	Published - Sep 2014
Externally published	Yes

Keywords

4H-Chromenes
Bismuth triflate
Selective synthesis
Tandem reaction

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10.1016/j.cclet.2014.05.023

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title = "Bi(OTf)3-catalyzed tandem reaction of naphthols with β,γ-unsaturated α-ketoesters. Efficient synthesis of functionalized 4H-chromenes",

abstract = "An efficient synthesis of functionalized 4H-chromenes by the tandem reaction of β,γ-unsaturated α-ketoesters with 2-naphthols, 1-naphthols, and 1,3-dihydroxynaphthalenes has been accomplished with high selectivity and excellent yields in the presence of a catalytic amount of bismuth triflate [Bi(OTf)3, 5 mol\%] under mild conditions. The functionalized 4H-chromene synthesis and our previous 2H-chromene hemiacetal synthesis could complement each other to enrich reaction diversity.",

keywords = "4H-Chromenes, Bismuth triflate, Selective synthesis, Tandem reaction",

author = "Li, \{Hui Jing\} and Luo, \{Dong Hui\} and Wu, \{Qin Xi\} and Dai, \{Chun Yang\} and Shen, \{Zhi Lun\} and Wu, \{Yan Chao\}",

note = "Publisher Copyright: {\textcopyright} 2014 Hui-Jing Li and Yan-Chao Wu.",

year = "2014",

month = sep,

doi = "10.1016/j.cclet.2014.05.023",

language = "英语",

volume = "25",

pages = "1235--1239",

journal = "Chinese Chemical Letters",

issn = "1001-8417",

publisher = "Elsevier B.V.",

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}

TY - JOUR

T1 - Bi(OTf)3-catalyzed tandem reaction of naphthols with β,γ-unsaturated α-ketoesters. Efficient synthesis of functionalized 4H-chromenes

AU - Li, Hui Jing

AU - Luo, Dong Hui

AU - Wu, Qin Xi

AU - Dai, Chun Yang

AU - Shen, Zhi Lun

AU - Wu, Yan Chao

PY - 2014/9

Y1 - 2014/9

N2 - An efficient synthesis of functionalized 4H-chromenes by the tandem reaction of β,γ-unsaturated α-ketoesters with 2-naphthols, 1-naphthols, and 1,3-dihydroxynaphthalenes has been accomplished with high selectivity and excellent yields in the presence of a catalytic amount of bismuth triflate [Bi(OTf)3, 5 mol%] under mild conditions. The functionalized 4H-chromene synthesis and our previous 2H-chromene hemiacetal synthesis could complement each other to enrich reaction diversity.

AB - An efficient synthesis of functionalized 4H-chromenes by the tandem reaction of β,γ-unsaturated α-ketoesters with 2-naphthols, 1-naphthols, and 1,3-dihydroxynaphthalenes has been accomplished with high selectivity and excellent yields in the presence of a catalytic amount of bismuth triflate [Bi(OTf)3, 5 mol%] under mild conditions. The functionalized 4H-chromene synthesis and our previous 2H-chromene hemiacetal synthesis could complement each other to enrich reaction diversity.

KW - 4H-Chromenes

KW - Bismuth triflate

KW - Selective synthesis

KW - Tandem reaction

UR - https://www.scopus.com/pages/publications/84902057634

U2 - 10.1016/j.cclet.2014.05.023

DO - 10.1016/j.cclet.2014.05.023

M3 - 文章

AN - SCOPUS:84902057634

SN - 1001-8417

VL - 25

SP - 1235

EP - 1239

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 9

ER -

Bi(OTf)₃-catalyzed tandem reaction of naphthols with β,γ-unsaturated α-ketoesters. Efficient synthesis of functionalized 4H-chromenes

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Keywords

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