A mild and expedient one-pot synthesis of substituted benzimidazoles in water using a phase-transfer catalyst

被引:18
作者
Chakrabarty, Manas [1 ]
Karmakar, Sulakshana [1 ]
Mukherjee, Ratna [1 ]
Arima, Shiho [2 ]
Harigaya, Yoshihiro [2 ]
机构
[1] Bose Inst, Dept Chem, Kolkata 700009, India
[2] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 108, Japan
来源
MONATSHEFTE FUR CHEMIE | 2009年 / 140卷 / 04期
关键词
Benzimidazoles; Synthesis; N-alkyl/phenyl-o-phenylenediamines; Aryl aldehydes; Phase-transfer catalyst; ECO-FRIENDLY CATALYST; DIELS-ALDER REACTIONS; PROMOTED SYNTHESIS; 2-SUBSTITUTED BENZIMIDAZOLES; SELECTIVE SYNTHESIS; O-PHENYLENEDIAMINE; EFFICIENT; ACID; DERIVATIVES; ALDEHYDES;
D O I
10.1007/s00706-008-0036-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1-Alkyl/phenyl-2-arylbenzimidazoles have been synthesized in very good to excellent yields by a one-pot condensation of N-alkyl/phenyl-o-phenylenediamines with aryl aldehydes in water at room temperature using cetyl-pyridinium bromide as a cheap and eco-friendly catalyst.
引用
收藏
页码:375 / 380
页数:6
相关论文
共 57 条
[1]   A parallel-group comparison of astemizole and loratadine for the treatment of perennial allergic rhinitis [J].
AlMuhaimeed, H .
JOURNAL OF INTERNATIONAL MEDICAL RESEARCH, 1997, 25 (04) :175-181
[2]  
*AM MED ASS, 1980, AMA DRUGS EV WIL, P1409
[3]  
[Anonymous], SYNTHESIS
[4]  
Bahrami K, 2006, J CHEM RES, P783
[5]  
Beaulieu PL, 2003, SYNTHESIS-STUTTGART, P1683
[6]   SELECTIVE REDUCTION OF AROMATIC NITRO-COMPOUNDS WITH STANNOUS CHLORIDE IN NON-ACIDIC AND NON-AQUEOUS MEDIUM [J].
BELLAMY, FD ;
OU, K .
TETRAHEDRON LETTERS, 1984, 25 (08) :839-842
[7]   Identification of telmisartan as a unique angiotensin II receptor antagonist with selective PPARγ-modulating activity [J].
Benson, SC ;
Pershadsingh, HA ;
Ho, CI ;
Chittiboyina, A ;
Desai, P ;
Pravenec, M ;
Qi, NN ;
Wang, JM ;
Avery, MA ;
Kurtz, TW .
HYPERTENSION, 2004, 43 (05) :993-1002
[8]   SELECTIVE DIELS-ALDER REACTIONS IN AQUEOUS-SOLUTIONS AND SUSPENSIONS [J].
BRESLOW, R ;
MAITRA, U ;
RIDEOUT, D .
TETRAHEDRON LETTERS, 1983, 24 (18) :1901-1904
[9]   An expedient, regioselective synthesis of 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]indoles [J].
Chakrabarty, M ;
Kundu, T ;
Arima, S ;
Harigaya, Y .
TETRAHEDRON LETTERS, 2005, 46 (16) :2865-2868
[10]   A clay-mediated, regioselective synthesis of 2-(aryl/alkyl) amino-thiazolo[4,5-c]carbazoles [J].
Chakrabarty, M ;
Ghosh, N ;
Harigaya, Y .
TETRAHEDRON LETTERS, 2004, 45 (25) :4955-4957