Synthesis of Some Novel 2-Aryl- Substituted 2,3-Dihydroquinazolin-4(1H)-ones under Solvent-Free Conditions Using MCM-41-SO3H as a Highly Efficient Sulfonic Acid

被引：91

作者：

Rostamizadeh, Shahnaz ^{[1
]}

Amani, Ali Mohammad ^{[1
]}

Mahdavinia, Gholam Hossein ^{[2
]}

Sepehrian, Hamid ^{[3
]}

Ebrahimi, Samira ^{[1
]}

机构：

[1] KN Toosi Univ Technol, Dept Chem, Tehran, Iran

[2] Islamic Azad Univ, Marvdasht Branch, Dept Chem, Marvdasht, Iran

[3] Sci & Technol Res Inst, Jaber Ibn Hayan Res Labs, Tehran, Iran

来源：

SYNTHESIS-STUTTGART | 2010年 / 08期

关键词：

MCM-41-SO3H; nanocatalyst; 2,3-dihydroquinazolinone; multicomponent reactions; solvent-free conditions; ONE-POT; QUINAZOLINONE SULFONAMIDES; MECHANICAL STABILITY; MESOPOROUS MATERIALS; BIOLOGICAL-ACTIVITY; MOLECULAR-SIEVES; DIURETIC AGENTS; SILICA; CATALYSTS; DESIGN;

D O I：

10.1055/s-0029-1218676

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

MCM-41-SO3H, ordered mesoporous silica material MCM-41 with covalently anchored sulfonic acid groups located inside the mesochannels, was used as an acid catalyst for the rapid and 'green' synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives under solvent-free condition. This novel synthetic method offers several advantages, such as excellent yields, simple procedure, short reaction times, and mild reaction conditions.

引用

页码：1356 / 1360

页数：5

共 41 条

[1] A NEW FAMILY OF MESOPOROUS MOLECULAR-SIEVES PREPARED WITH LIQUID-CRYSTAL TEMPLATES
BECK, JS
VARTULI, JC
ROTH, WJ
LEONOWICZ, ME
KRESGE, CT
SCHMITT, KD
CHU, CTW
OLSON, DH
SHEPPARD, EW
MCCULLEN, SB
HIGGINS, JB
SCHLENKER, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10834 - 10843
[2] Gallium(III) triflate-catalyzed one-pot selective synthesis of 2 3-dihydroquinazolin-4(1H)-ones and quinazolin-4(3H)-ones
Chen, Jiuxi
Wu, Dengze
He, Fei
Liu, Miaochang
Wu, Huayue
Ding, Jinchang
Su, Weike
[J]. TETRAHEDRON LETTERS, 2008, 49 (23) : 3814 - 3818
[3] QUINAZOLINONE SULFONAMIDES - A NEW CLASS OF DIURETIC AGENTS
COHEN, E
KLARBERG, B
VAUGHAN, JR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (11) : 2731 - 2735
[4] QUINAZOLINONE SULFONAMIDES AS DIURETIC AGENTS
COHEN, E
KLARBERG, B
VAUGHAN, JR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (20) : 5508 - 5509
[5] Lewis acids as catalysts in oxidation reactions:: From homogeneous to heterogeneous systems
Corma, A
García, H
[J]. CHEMICAL REVIEWS, 2002, 102 (10) : 3837 - 3892
[6] One-pot synthesis of mono- and disubstituted (3H)-quinazolin-4-ones in dry media under microwave irradiation
Dabiri, M
Salehi, P
Mohammadi, AA
Baghbanzadeh, M
[J]. SYNTHETIC COMMUNICATIONS, 2005, 35 (02) : 279 - 287
[7] Functionalized monolayers on ordered mesoporous supports
Feng, X
Fryxell, GE
Wang, LQ
Kim, AY
Liu, J
Kemner, KM
[J]. SCIENCE, 1997, 276 (5314) : 923 - 926
[8] Thermal and mechanical stability of micelle-templated silica supports for catalysis
Galarneau, A
Desplantier-Giscard, D
Di Renzo, F
Fajula, F
[J]. CATALYSIS TODAY, 2001, 68 (1-3) : 191 - 200
[9] GUPTA DP, 1988, INDIAN J CHEM B, V27, P1060
[10] Mechanical stability of pure silica mesoporous MCM-41 by nitrogen adsorption and small-angle X-ray diffraction measurements
Gusev, VY
Feng, XB
Bu, Z
Haller, GL
OBrien, JA
[J]. JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (06) : 1985 - 1988

← 1 2 3 4 5 →