Glycerol as a promoting medium for electrophilic activation of aldehydes: catalyst-free synthesis of di(indolyl)methanes, xanthene-1,8(2H)-diones and 1-oxo-hexahydroxanthenes

被引:123
作者
He, Fei [1 ]
Li, Peng [1 ]
Gu, Yanlong [1 ,2 ]
Li, Guangxing [1 ,2 ]
机构
[1] Huazhong Univ Sci & Technol, Inst Phys Chem & Ind Catalysis, Sch Chem & Chem Engn, Wuhan 430074, Peoples R China
[2] Huazhong Univ Sci & Technol, Hubei Key Lab Mat Chem & Serv Failure, Wuhan 430074, Peoples R China
关键词
BIS-INDOLYLMETHANES; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; RATIONAL DESIGN; DERIVATIVES; SOLVENT; INDOLES; MILD; BIS(1H-INDOL-3-YL)METHANES; BIS(INDOLYL)METHANES;
D O I
10.1039/b916015a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Glycerol was used, for the first time, as a green and effective promoting medium for electrophilic activation of aldehydes, and with which, a catalyst-free system for some reactions that conventionally carried out using acid catalysts, such as synthesis of di(indolyl)methanes, 3,4,5,6,7,9-hexahydro-9-aryl-1H-xanthene-1,8(2H)-dione and 1-oxo-hexahydroxanthenes, was developed.
引用
收藏
页码:1767 / 1773
页数:7
相关论文
共 37 条
[1]  
[Anonymous], GREEN CHEM
[2]   The future of energy supply: Challenges and opportunities [J].
Armaroli, Nicola ;
Balzani, Vincenzo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (1-2) :52-66
[3]   A convenient method of synthesis of bis-indolylmethanes:: Indium trichloride catalyzed reactions of indole with aldehydes and Schiff's bases. [J].
Babu, G ;
Sridhar, N ;
Perumal, PT .
SYNTHETIC COMMUNICATIONS, 2000, 30 (09) :1609-1614
[4]   Improved utilisation of renewable resources: New important derivatives of glycerol [J].
Behr, Arno ;
Eilting, Jens ;
Irawadi, Ken ;
Leschinski, Julia ;
Lindner, Falk .
GREEN CHEMISTRY, 2008, 10 (01) :13-30
[5]   Synthesis and properties of glycerylimidazolium based ionic liquids: a promising class of task-specific ionic liquids [J].
Bellina, Fabio ;
Bertoli, Alessandra ;
Melai, Bernardo ;
Scalesse, Francesca ;
Signori, Francesca ;
Chiappe, Cinzia .
GREEN CHEMISTRY, 2009, 11 (05) :622-629
[6]   Dry reaction of indoles with carbonyl compounds on montmorillonite K10 clay: a mild, expedient synthesis of diindolylalkanes and vibrindole A [J].
Chakrabarty, M ;
Ghosh, N ;
Basak, R ;
Harigaya, Y .
TETRAHEDRON LETTERS, 2002, 43 (22) :4075-4078
[7]   Chemical routes for the transformation of biomass into chemicals [J].
Corma, Avelino ;
Iborra, Sara ;
Velty, Alexandra .
CHEMICAL REVIEWS, 2007, 107 (06) :2411-2502
[8]   Amberlyst-15: An efficient reusable heterogeneous catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines [J].
Das, B ;
Thirupathi, P ;
Mahender, I ;
Reddy, VS ;
Rao, YK .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 247 (1-2) :233-239
[9]   Silica-supported Phosphomolybdic Acid-catalyzed Efficient Synthesis of 1,8-Dioxooctahydroxanthene and Tetrahydrochromene Derivatives [J].
Das, Biswanath ;
Krishnaiah, Martha ;
Laxminarayana, Keetha ;
Damodar, Kongara ;
Kumar, Duddukuri Nandan .
CHEMISTRY LETTERS, 2008, 37 (09) :1000-1001
[10]   Amberlyst 15 catalyzed synthesis of indole-pyrazole based tri(hetero)arylmethanes [J].
Farhanullah ;
Sharon, A ;
Maulik, PR ;
Ram, VJ .
TETRAHEDRON LETTERS, 2004, 45 (26) :5099-5102