Bromodimethylsulfonium Bromide (BDMS)-catalyzed Synthesis of Substituted Pyrroles through a One-pot Four-component Reaction

被引:7
作者
Bagdi, Prasanta Ray [1 ]
Basha, R. Sidick [1 ]
Lal, Mohan [1 ]
Khan, Abu T. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
关键词
PERMETHYL STORNIAMIDE; DERIVATIVES; ALKALOIDS; NINGALIN;
D O I
10.1246/cl.130317
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Trisubstituted N-benzylpyrrole derivatives were synthesized through a one-pot four-component reaction from beta-keto esters, benzylamines, aromatic aldehydes, and nitromethane in the presence of 10 mol % bromodimethylsulfonium bromide (BDMS) as catalyst at room temperature. Some of the salient features of the present protocol are simple and mild reaction conditions, good yields, and applicability with a wide range of substrates.
引用
收藏
页码:939 / 941
页数:3
相关论文
共 38 条
[1]   Simple synthesis of substituted pyrroles [J].
Banik, BK ;
Samajdar, S ;
Banik, I .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (01) :213-216
[2]   New pyrrole derivatives as antimycobacterial agents analogs of BM212 [J].
Biava, M ;
Fioravanti, R ;
Porretta, GC ;
Deidda, D ;
Maullu, C ;
Pompei, R .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (20) :2983-2988
[3]   Total syntheses of ningalin A, lamellarin O, lukianol A, and permethyl storniamide A utilizing heterocyclic azadiene Diels-Alder reactions [J].
Boger, DL ;
Boyce, CW ;
Labroli, MA ;
Sehon, CA ;
Jin, Q .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (01) :54-62
[4]   Recent advances in the application of bromodimethylsulfonium bromide (BDMS) in organic synthesis [J].
Choudhury, Lokman H. ;
Parvin, Tasneem ;
Khan, Abu T. .
TETRAHEDRON, 2009, 65 (46) :9513-9526
[5]  
Ding N., 2012, CHIN J CHEM, V30
[6]   Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].
Dömling, A .
CHEMICAL REVIEWS, 2006, 106 (01) :17-89
[7]   Multicomponent reactions for the synthesis of pyrroles [J].
Estevez, Veronica ;
Villacampa, Mercedes ;
Carlos Menendez, J. .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (11) :4402-4421
[8]   Lamellarins and related pyrrole-derived alkaloids from marine organisms [J].
Fan, Hui ;
Peng, Jiangnan ;
Hamann, Mark T. ;
Hu, Jin-Feng .
CHEMICAL REVIEWS, 2008, 108 (01) :264-287
[9]   Bromodimethylsulfonium bromide as a potential candidate for photocatalytic selective oxidation of benzylic alcohols using oxygen and visible light [J].
Gazi, Sarifuddin ;
Ananthakrishnan, Rajakumar .
RSC ADVANCES, 2012, 2 (20) :7781-7787
[10]  
GOSSAUER A, 1974, CHEM PYRROLE