Electrochemical synthesis of new benzodifurans

被引:14
作者
Davarani, Saied Saeed Hosseiny [1 ]
Fakhari, Ali Reza [1 ]
Fumani, Neda Sheijooni [1 ]
Kalate-bojdi, Majid [1 ]
机构
[1] Shahid Beheshti Univ, Fac Sci, Dept Chem, Gc Tehran 1983963113, Iran
关键词
Electrochemical synthesis; Cyclic voltammetry; Benzodifuran; Chloranilic acid; Catechol; Controlled-potential coulometry;
D O I
10.1016/j.elecom.2008.08.052
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
Electrochemical oxidation of catechol (1a) and 3-methyl-catechol (1b) has been studied in the presence of chloranilic acid (3) as a nucleophile in aqueous solution using cyclic voltammetry and controlled-potential coulometry. In this work, we proposed a novel mechanism for the electrode process and derived variety of products with good yield and purity using controlled-potential electrochemical oxidation at a graphite electrode in a two compartment cell. (c) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:1765 / 1768
页数:4
相关论文
共 43 条
[11]   Electrochemical synthesis of 6-amino-5-(3,4-dihydroxyphenyl) pyrimidine [J].
Davarani, Saled Saeed Hosseiny ;
Fumani, Neda Sheijooni ;
Arvin-Nezhad, Hamid ;
Moradi, Farzaneh .
TETRAHEDRON LETTERS, 2008, 49 (04) :710-714
[12]  
Davarani SSH, 2007, CHEM PHARM BULL, V55, P1198
[13]   Electrochemical oxidation of 2,3-dimethylhydroquinone in the presence of 1,3-dicarbonyl compounds [J].
Davarani, SSH ;
Nematollahi, D ;
Shamsipur, M ;
Najafi, NM ;
Masoumi, L ;
Ramyar, S .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (05) :2139-2142
[14]   Heterocycles by PtCl2 catalyzed intramolecular carboalkoxylation or carboamination of alkynes [J].
Fürstner, A ;
Davies, PW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :15024-15025
[15]   Structure-activity relationships of arylbenzofuran H3 receptor antagonists [J].
Gfesser, GA ;
Faghih, R ;
Bennani, YL ;
Curtis, MP ;
Esbenshade, TA ;
Hancock, AA ;
Cowart, MD .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (10) :2559-2563
[16]   Three new arylobenzofurans from onobrychis ebenoides and evaluation of their binding affinity for the estrogen receptor [J].
Halabalaki, M ;
Aligiannis, N ;
Papoutsi, Z ;
Mitakou, S ;
Moutsatsou, P ;
Sekeris, C ;
Skaltsounis, AL .
JOURNAL OF NATURAL PRODUCTS, 2000, 63 (12) :1672-1674
[17]   Synthesis and radioiodination of selective ligands for the dopamine D3 receptor subtype [J].
Hocke, C ;
Prante, O ;
Löber, S ;
Hübner, H ;
Gmeiner, P ;
Kuwert, T .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (15) :3963-3966
[18]   Potent, selective, and orally bioavailable matrix metalloproteinase-13 inhibitors for the treatment of osteoarthritis [J].
Hu, YH ;
Xiang, JS ;
DiGrandi, MJ ;
Du, XM ;
Ipek, M ;
Laakso, LM ;
Li, JC ;
Li, W ;
Rush, TS ;
Schmid, J ;
Skotnicki, JS ;
Tam, S ;
Thomason, JR ;
Wang, Q ;
Levin, JI .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (24) :6629-6644
[19]   Novel syntheses of 2,3-disubstituted benzofurans [J].
Katritzky, AR ;
Ji, Y ;
Fang, Y ;
Prakash, I .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (16) :5613-5615
[20]   A new structural alternative in benzo[b]furans for antimicrobial activity [J].
Khan, MW ;
Alam, MJ ;
Rashid, MA ;
Chowdhury, R .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (16) :4796-4805