Microwave-Assisted Synthesis of Benzofuran-3(2H)-ones

被引：2

作者：

Hu, Xiaojing ^{[1
]}

Lai, Huimin ^{[2
]}

Zhao, Fangfei ^{[2
]}

Hu, Shuyu ^{[2
]}

Sun, Qianqian ^{[2
]}

Fang, Lizhen ^{[2
]}

机构：

[1] Xinxiang Med Univ, Affiliated Hosp 3, Xinxiang 453003, Henan, Peoples R China

[2] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China

来源：

ACTA CHIMICA SLOVENICA | 2019年 / 66卷 / 03期

关键词：

Benzofuranones; microwave-Assisted Synthesis; cyclization; dihydrobenzofuranones; DERIVATIVES; INHIBITORS; POTENT;

D O I：

10.17344/acsi.2019.5104

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new method for the synthesis of benzofuran-3(2H)-ones under microwave conditions was developed. The reaction conditions were screened, and the scope of benzoate substrates was investigated. The results showed that our method could provide rapid access to these important dihydrobenzofuranones in 43% to 58% yields. [GRAPHICS]

引用

页码：745 / 750

页数：6

共 29 条

[1] Antiangiogenic activity of synthetic dihydrobenzofuran lignans [J].

Apers, S ;

Paper, D ;

Bürgermeister, J ;

Baronikova, S ;

Van Dyck, S ;

Lemière, G ;

Vlietinck, A ;

Pieters, L .

JOURNAL OF NATURAL PRODUCTS, 2002, 65 (05) :718-720

[2] Asymmetric Total Syntheses of (-)-Variabilin and (-)-Glycinol [J].

Calter, Michael A. ;

Li, Na .

ORGANIC LETTERS, 2011, 13 (14) :3686-3689

[3] NATURALLY-OCCURRING DIBENZOFURANS .4. SYNTHESIS OF DIBENZOFURANDIOLS BY ANNELATION OF BENZOFURANS [J].

CARVALHO, CF ;

SARGENT, MV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (07) :1605-1612

[4] Microwave-Assisted Synthesis of Functionalized Shvo-Type Complexes [J].

Cesari, Cristiana ;

Sambri, Letizia ;

Zacchini, Stefano ;

Zanotti, Valerio ;

Mazzoni, Rita .

ORGANOMETALLICS, 2014, 33 (11) :2814-2819

[5] MONOMETHYL-INDOLES -BENZOFURANS + -BENZOTHIOPHENS THEIR LONG-RANGE + OTHER PROTON-PROTON COUPLINGS + NON-EQUIVALENCE OF METHYLENE PROTONS IN SOME INTERMEDIATE DIETHYL ACETALS [J].

ELVIDGE, JA ;

FOSTER, RG .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (MAR) :981-&

[6] Dynamic Kinetic Resolution for Construction of Three Transannular Stereocenters of Dihydrobenzofuranols [J].

Fang, Lizhen ;

Zhao, Fangfei ;

Hu, Shuyu ;

Han, Lili ;

Hu, Xiaojing ;

Wang, Mingyong ;

Sun, Qjanqian ;

Wu, Huipan .

JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (19) :12213-12220

[7] Ruthenium-Catalyzed Synthesis of cis-2,3-Dihydrobenzofuran-3-ols by Aqueous Transfer Hydrogenation via Dynamic Kinetic Resolution [J].

Fang, Lizhen ;

Liu, Saisai ;

Han, Lili ;

Li, Huanhuan ;

Zhao, Fangfei .

ORGANOMETALLICS, 2017, 36 (07) :1217-1219

[8] HAMMET CONSTANTS EFFECTS IN MICROWAVE CASCADE ETHERIFICATION-CYCLIZATION-KRAPCHO REACTION TO ACCESS [2,3]-DIHYDROBENZOFURAN-3-ONES FROM SALICYLIC DERIVATIVES [J].

Farran, Daniel ;

Bertrand, Philippe .

SYNTHETIC COMMUNICATIONS, 2012, 42 (07) :989-1001

[9] ANTIOXIDANT-BASED INHIBITORS OF LEUKOTRIENE BIOSYNTHESIS - THE DISCOVERY OF 6-[1-[2-(HYDROXYMETHYL)PHENYL]-1-PROPEN-3-YL]-2,3-DIHYDRO-5-BENZOFURANOL, A POTENT TOPICAL ANTIINFLAMMATORY AGENT [J].

HAMMOND, ML ;

ZAMBIAS, RA ;

CHANG, MN ;

JENSEN, NP ;

MCDONALD, J ;

THOMPSON, K ;

BOULTON, DA ;

KOPKA, IE ;

HAND, KM ;

OPAS, EE ;

LUELL, S ;

BACH, T ;

DAVIES, P ;

MACINTYRE, DE ;

BONNEY, RJ ;

HUMES, JL .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (03) :908-918

[10] Venting-while-Heating Microwave-Assisted Synthesis of 3-Arylthioindoles [J].

La Regina, Giuseppe ;

Gatti, Valerio ;

Famiglini, Valeria ;

Piscitelli, Francesco ;

Silvestri, Romano .

ACS COMBINATORIAL SCIENCE, 2012, 14 (04) :258-262

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