Diammonium hydrogen phosphate as an efficient and inexpensive catalyst for the synthesis of bis(indolyl)methanes under solvent-free conditions

被引：27

作者：

Dabiri, Minoo ^{[1
]}

Salehi, Peyman

Baghbanzadeh, Mostafa

Vakilzadeh, Yasamin

Kiani, Shadi

机构：

[1] Shahid Beheshti Univ, Fac Sci, Dept Chem, Tehran, Iran

[2] Shahid Beheshti Univ, Dept Phytochem, Med Plants & Drugs Res Inst, Tehran, Iran

来源：

MONATSHEFTE FUR CHEMIE | 2007年 / 138卷 / 06期

关键词：

indole; heterocycle; solvent; free; aldehyde; ONE-POT SYNTHESIS; CARBONYL-COMPOUNDS; INDOLYL-METHANES; FACILE SYNTHESIS; WATER;

D O I：

10.1007/s00706-007-0658-6

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bis(indolyl)methanes were synthesized by the reaction of indole derivatives and aromatic and aliphatic aldehydes in the presence of diammonium hydrogen phosphate as a solid catalyst under solvent-free conditions. This methodology offers significant improvements for the synthesis of bis(indolyl)methanes with regard to the yield of products, simplicity in operation, and green aspects by avoiding toxic catalysts and solvents.

引用

页码：595 / 597

页数：3

共 26 条

[1] Physiological modeling of formulated and crystalline 3,3′-diindolylmethane pharmacokinetics following oral administration in mice [J].

Anderton, MJ ;

Manson, MM ;

Verschoyle, R ;

Gescher, A ;

Steward, WP ;

Williams, ML ;

Mager, DE .

DRUG METABOLISM AND DISPOSITION, 2004, 32 (06) :632-638

[2] Water-accelerated synthesis of novel bis-2,3-dihydroquinazolin-4(1H)-one derivatives [J].

Baghbanzadeh, M ;

Salehi, P ;

Dabiri, M ;

Kozeligarya, G .

SYNTHESIS-STUTTGART, 2006, (02) :344-348

[3] Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water [J].

Balalaie, Saeed ;

Bararjanian, Morteza ;

Hekmat, Shohreh ;

Salehi, Peyman .

SYNTHETIC COMMUNICATIONS, 2006, 36 (17) :2549-2557

[4]

Bandgar BP, 2004, MONATSH CHEM, V135, P1265, DOI 10.1007/s00706-004-0206-6

[5] Solvent-free indoles addition to carbonyl compounds promoted by CeCl3•7H2O-NaI-SiO2:: An efficient method for the synthesis of streptindole [J].

Bartoli, G ;

Bosco, M ;

Foglia, G ;

Giuliani, A ;

Marcantoni, E ;

Sambri, L .

SYNTHESIS-STUTTGART, 2004, (06) :895-900

[6]

Benabadji SH, 2004, ACTA PHARMACOL SIN, V25, P666

[7] Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones using KAl(SO4)2•12H2O as a reusable catalyst in water and ethanol [J].

Dabiri, M ;

Salehi, P ;

Otokesh, S ;

Baghbanzadeh, M ;

Kozehgary, G ;

Mohammadi, AA .

TETRAHEDRON LETTERS, 2005, 46 (36) :6123-6126

[8] A novel and efficient synthesis of pyrimido[4,5-d]pyrimidine-2,4,7-trione and pyrido[2,3-d:6,5-d] dipyrimidine-2,4,6,8-tetrone derivatives [J].

Dabiri, Minoo ;

Arvin-Nezhad, Harnid ;

Khavasi, Hamid Reza ;

Bazgir, Ayoob .

TETRAHEDRON, 2007, 63 (08) :1770-1774

[9] A facile procedure for the one-pot synthesis of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles [J].

Dabiri, Minoo ;

Salehi, Peyman ;

Baghbanzadeh, Mostafa .

TETRAHEDRON LETTERS, 2006, 47 (39) :6983-6986

[10] 3,3'-diindolylmethane induces apoptosis in human cancer cells [J].

Ge, XK ;

Yannai, S ;

Rennert, G ;

Gruener, N ;

Fares, FA .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1996, 228 (01) :153-158

← 1 2 3 →