An efficient one-pot synthesis of highly substituted furans catalyzed by N-bromosuccinimide

被引：9

作者：

Ghasemnejad-Bosra, Hassan ^{[1
]}

Faraje, Mohammad ^{[1
]}

Habibzadeh, Setareh ^{[2
]}

Ramzanian-Lehmali, Farhad ^{[3
]}

机构：

[1] Islamic Azad Univ, Babol Branch, Sch Sci, Babol Sar, Iran

[2] Ind Noshiravani Univ, Babol Sar, Iran

[3] Univ Payamenoor, Babol Sar, Iran

来源：

JOURNAL OF THE SERBIAN CHEMICAL SOCIETY | 2010年 / 75卷 / 03期

关键词：

highly substituted furans; N-bromosuccinimide; but-2-ene-1,4-diones; acetoacetate esters; ACETIC-ANHYDRIDE; 1,3-DIBROMO-5,5-DIMETHYLHYDANTOIN DBH; CYCLIC ETHERS; ARYLGLYCINES; PROMOTER; TRANSFORMATION; ARYLSYDNONES; CYCLIZATION; NANO2/AC2O; SYDNONES;

D O I：

10.2298/JSC090824025G

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Bromosuccinimide was found to efficiently catalyze the synthesis of highly functionalized, tetra-substituted furan derivatives in the one-pot reactions of but-2-ene-1,4-diones and acetoacetate esters in the presence of i-PrOH as solvent under mild and neutral conditions at 80-90 degrees C for 3-7 h in high yields (87-94 %).

引用

页码：299 / 305

页数：7

共 50 条

[31] Stereoselective one-pot synthesis of highly differently substituted thiochromans
Seifert, Andrea
Mahrwald, Rainer
TETRAHEDRON LETTERS, 2009, 50 (47) : 6466 - 6468
[32] N-BROMOSUCCINIMIDE BROMINATION OF SUBSTITUTED METHYLTHIAZOLES
KRIEG, B
MITTNER, J
LIEBIGS ANNALEN DER CHEMIE, 1981, (04): : 623 - 632
[33] One-Pot Synthesis of Substituted Furans Using Cu(OTf)2-Catalyzed Propargylation/Cycloisomerization Tandem Reaction
Pan, Ying-ming
Zhao, Su-yan
Ji, Wen-hua
Zhan, Zhuang-ping
JOURNAL OF COMBINATORIAL CHEMISTRY, 2009, 11 (01): : 103 - 109
[34] L-proline catalyzed an efficient multicomponent one-pot synthesis of poly substituted pyridines
Janardhan, B.
Ravibabu, V.
Crooks, Peter. A.
Rajitha, B.
ORGANIC COMMUNICATIONS, 2012, 5 (04) : 186 - 195
[35] ZIRCONIUM CATALYZED CHEMOSELECTIVE SYNTHESIS OF NEW AMIDO-SUBSTITUTED BENZO[b]FURANS VIA A ONE-POT REACTION
Karami, Bahador
Khodabakhshi, Saeed
Vahabinia, Hamid Reza
HETEROCYCLES, 2013, 87 (02) : 399 - 405
[36] FeCl3-Catalyzed Propargylation-Cycloisomerization Tandem Reaction: A Facile One-Pot Synthesis of Substituted Furans
Ji, Wen-hua
Pan, Ying-ming
Zhao, Su-yan
Zhan, Zhuang-ping
SYNLETT, 2008, (19) : 3046 - 3052
[37] An efficient one-pot synthesis of tetra-substituted pyrroles
Ghabraie, Elmira
Balalaie, Saeed
Bararjanian, Morteza
Bijanzadeh, Hamid Reza
Rominger, Frank
TETRAHEDRON, 2011, 67 (30) : 5415 - 5420
[38] An efficient one-pot three-component process for the synthesis of highly substituted perfluoroalkylated cyclopentadienes
Lv, You
Yan, Xufeng
Yan, Lijun
Wang, Zewei
Chen, Jie
Deng, Hongmei
Shao, Min
Zhang, Hui
Cao, Weiguo
TETRAHEDRON, 2013, 69 (21) : 4205 - 4210
[39] A Versatile and One-Pot Strategy to Synthesize α-Amino Ketones from Benzylic Secondary Alcohols Using N-Bromosuccinimide
Guha, Somraj
Rajeshkumar, Venkatachalam
Kotha, Surya Srinivas
Sekar, Govindasamy
ORGANIC LETTERS, 2015, 17 (03) : 406 - 409
[40] Dual Role of N-Bromosuccinimide as Oxidant and Succinimide Surrogate in Domino One-Pot Oxidative Amination of Benzyl Alcohols for the Synthesis of α-Imido Ketones
Muneeswara, Madithedu
Muthukumar, Alagesan
Sekar, Govindasamy
CHEMISTRYSELECT, 2018, 3 (44): : 12524 - 12529

← 1 2 3 4 5 →