Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols

被引：0

作者：

Wu, Liansheng ^{[1
]}

Shi, Xiaokang ^{[1
]}

Xu, Xiaoyun ^{[1
]}

Liang, Fen ^{[1
]}

Huang, Guosheng ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF CHEMICAL SCIENCES | 2011年 / 123卷 / 05期

关键词：

Benzo[b]furan; o-iodophenol; propargylic alcohols; microwave irradiation; DIARYL ETHERS; ARYL HALIDES; 2,3-DISUBSTITUTED BENZOFURANS; COUPLING REACTION; CATALYSTS; NITROGEN; IODIDES; CARBOALKOXYLATION; DIARYLALKYNES; HETEROCYCLES;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple, efficient and expeditious method for synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b] furans from readily prepared propargylic alcohols, o-iodophenols and silica gel with the catalyst of PdCl(2)(PPh(3))(2) (2 mol%)/CuI (2 mol%) and microwave-promoted Sonogashira coupling/cyclization reaction is developed. The methodology can produce good to excellent yields. In addition, this method can also be completed in one-pot with iodobenzene, 2-methyl-3-butyn-2-ol and 2-iodo-4-methylphenol as reactants.

引用

页码：697 / 702

页数：6

共 50 条

[1] Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols
Wu L.
Shi X.
Xu X.
Liang F.
Huang G.
Journal of Chemical Sciences, 2011, 123 (5) : 697 - 702
[2] Domino synthesis of 2-arylbenzo[b]furans by copper(II)-catalyzed coupling of o-iodophenols and aryl acetylenes
Jaseer, E. A.
Prasad, D. J. C.
Sekar, Govindasamy
TETRAHEDRON, 2010, 66 (11) : 2077 - 2082
[3] Synthesis of 2-arylbenzo[b]furans via copper(I)-catalyzed coupling of o-iodophenols and aryl acetylenes
Bates, CG
Saejueng, P
Murphy, JM
Venkataraman, D
ORGANIC LETTERS, 2002, 4 (26) : 4727 - 4729
[4] An expeditious synthesis of polyhydroxylated 2-arylbenzo[b]furans
Dupont, R
Cotelle, P
TETRAHEDRON, 2001, 57 (26) : 5585 - 5589
[5] Iron-Catalyzed Synthesis of 2-Arylbenzo[b]furans
Yang, Jianguo
Shen, Guodong
Chen, Dingben
SYNTHETIC COMMUNICATIONS, 2013, 43 (06) : 837 - 847
[6] Advances in the biological activities and synthesis of 2-arylbenzo[b]furans
Pang, JY
Xu, ZL
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (01) : 25 - 33
[7] An efficient approach to construct 2-arylbenzo[b]furans from 2-methoxychalcone epoxides
Ruan, Libo
Shi, Min
Mao, Shiwei
Yu, Lifang
Yang, Fan
Tang, Jie
TETRAHEDRON, 2014, 70 (05) : 1065 - 1070
[8] Efficient one-pot synthesis of 2-arylbenzo[b]furans from 2-styrylphenols using CuBr2
Bhatt S.
Roy K.
Nayak S.K.
Synthetic Communications, 2010, 40 (18) : 2736 - 2746
[9] Facile synthesis of 2-arylbenzo[b]furans through unusual acid catalysed 1,2-elimination
Jha, AK
Sharma, PC
Maulik, PR
Yadav, U
Hajela, K
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2004, 43 (06): : 1341 - 1344
[10] Synthesis of 2-aryl-benzo[B]furans via copper(I) catalyzed coupling reaction of O-iodophenols and aryl acetylenes.
Bates, CG
Saejueng, P
Murphy, J
Venkataraman, D
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U347 - U347

← 1 2 3 4 5 →