Fluoroboric Acid Adsorbed on Silica-Gel-Catalyzed Synthesis of 14-Aryl-14H-dibenzo[a,j]xanthene Derivatives

被引:26
作者
Liu, Yu-Heng [1 ]
Tao, Xu-Ye [1 ]
Lei, Li-Qin [1 ]
Zhang, Zhan-Hui [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050091, Peoples R China
关键词
Aldehyde; HBF4-SiO2; heterogeneous catalyst; -naphthol; solvent-free conditions; xanthene; SOLVENT-FREE CONDITIONS; EFFICIENT SYNTHESIS; HETEROGENEOUS CATALYST; MICROWAVE IRRADIATION; HIGHLY EFFICIENT; PROMOTED SYNTHESIS; CARBONYL-COMPOUNDS; REUSABLE CATALYST; CONVENIENT METHOD; FACILE;
D O I
10.1080/00397910802412842
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient procedure has been developed for the preparation of 14-aryl-14H-dibenzo[a,j]xanthene derivatives using fluoroboric acid adsorbed on silica gel as a heterogeneous catalyst. The methodology involves the one-pot condensation reaction of -naphthol and aryl aldehydes under solvent-free conventional heating conditions. The present approach offers several advantages such as shorter reaction times, simple work-up, excellent yields, low cost, and mild reaction conditions. The catalyst is easily recoverable and reusable without loss of its catalytic activity.
引用
收藏
页码:580 / 589
页数:10
相关论文
共 43 条
[1]   Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases [J].
Ahmad, M ;
King, TA ;
Ko, DK ;
Cha, BH ;
Lee, J .
JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2002, 35 (13) :1473-1476
[2]   Heteropolyacid:: An efficient and eco-friendly catalyst for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene [J].
Amini, Mostafa Mohammadpour ;
Seyyedhamzeh, Mozhdeh ;
Bazgir, Ayoob .
APPLIED CATALYSIS A-GENERAL, 2007, 323 :242-245
[3]   An efficient synthesis of thiiranes from oxiranes using fluoroboric acid adsorbed on silica gel (HBF4-SiO2) as a catalyst under mild conditions in the absence of solvent [J].
Bandgar, B. P. ;
Patil, Abasaheb V. ;
Kamble, V. T. ;
Totre, J. V. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 273 (1-2) :114-117
[4]   Fluoroboric acid adsorbed on silica gel catalyzed regioselective ring opening of epoxides with nitrogen heterocycles [J].
Bandgar, B. P. ;
Patil, Abasaheb V. .
TETRAHEDRON LETTERS, 2007, 48 (01) :173-176
[5]   Silica supported fluoroboric acid as a novel, efficient and reusable catalyst for the synthesis of 1,5-benzodiazepines under solvent-free conditions [J].
Bandgar, B. P. ;
Patil, Abasaheb V. ;
Chavan, O. S. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 256 (1-2) :99-105
[6]   Wet cyanuric chloride catalyzed simple and efficient synthesis of 14-aryl or alkyl-14-H-dibenzo[a,j]xanthenes [J].
Bigdeli, Mohammad A. ;
Heravi, Majid M. ;
Mahdavinia, Gholam Hossein .
CATALYSIS COMMUNICATIONS, 2007, 8 (11) :1595-1598
[7]   Silica supported perchloric acid (HClO4-SiO2):: A mild, reusable and highly efficient heterogeneous catalyst for the synthesis of 14-aryl or alkyl-14-H-dibenzo[a,j]xanthenes [J].
Bigdeli, Mohammad A. ;
Heravi, Majid M. ;
Mahdavinia, Gholam Hossein .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 275 (1-2) :25-29
[8]   Fluoroboric acid adsorbed on silica gel as a new and efficient catalyst for acylation of phenols, thiols, alcohols, and amines [J].
Chakraborti, AK ;
Gulhane, R .
TETRAHEDRON LETTERS, 2003, 44 (17) :3521-3525
[9]   Mannich-type reaction catalyzed by silica-supported fluoroboric acid under solvent-free conditions [J].
Chen, WeiYi ;
Li, XinSheng ;
Lu, Jun .
SYNTHETIC COMMUNICATIONS, 2008, 38 (04) :546-552
[10]   Eco-friendly and efficient one-pot synthesis of alkyl- or aryl-14H-dibenzo[a,j]xanthenes in water [J].
Dabiri, Minoo ;
Baghbanzadeh, Mostafa ;
Nikcheh, Maryam Shakouri ;
Arzroomchilar, Elham .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (01) :436-438