A rapid and high-yielding synthesis of thiazoles and aminothiazoles using ammonium-12-molybdophosphate

被引：77

作者：

Das, Biswanath ^{[1
]}

Reddy, V. Saidi ^{[1
]}

Ramu, R. ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2006年 / 252卷 / 1-2期

关键词：

thiazole; aminothiazole; phenacyl bromide; thioamide; thiourea; ammonium-12-molybdophosphate;

D O I：

10.1016/j.molcata.2006.02.065

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A convenient method for the synthesis of thiazoles and aminothiazoles by treatment of phenacyl bromides with thioamides/thiourea in the presence of ammonium-12-molybdophosphate at room temperature has been developed. The products are formed rapidly (within 20 min) and in excellent yields. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：235 / 237

页数：3

共 15 条

[1] A convenient procedure for the solution phase preparation of 2-aminothiazole combinatorial libraries [J].

Bailey, N ;

Dean, AW ;

Judd, DB ;

Middlemiss, D ;

Storer, R ;

Watson, SP .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (12) :1409-1414

[2] PHENETHYLTHIAZOLETHIOUREA (PETT) COMPOUNDS, A NEW CLASS OF HIV-1 REVERSE-TRANSCRIPTASE INHIBITORS .1. SYNTHESIS AND BASIC STRUCTURE-ACTIVITY RELATIONSHIP STUDIES OF PETT ANALOGS [J].

BELL, FW ;

CANTRELL, AS ;

HOGBERG, M ;

JASKUNAS, SR ;

JOHANSSON, NG ;

JORDAN, CL ;

KINNICK, MD ;

LIND, P ;

MORIN, JM ;

NOREEN, R ;

OBERG, B ;

PALKOWITZ, JA ;

PARRISH, CA ;

PRANC, P ;

SAHLBERG, C ;

TERNANSKY, RJ ;

VASILEFF, RT ;

VRANG, L ;

WEST, SJ ;

ZHANG, H ;

ZHOU, XX .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (25) :4929-4936

[3] 4-HYDROXY-3-QUINOLINECARBOXAMIDES WITH ANTIARTHRITIC AND ANALGESIC ACTIVITIES [J].

CLEMENCE, F ;

LEMARTRET, O ;

DELEVALLEE, F ;

BENZONI, J ;

JOUANEN, A ;

JOUQUEY, S ;

MOUREN, M ;

DERAEDT, R .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (07) :1453-1462

[4] Novel structural templates for estrogen-receptor ligands and prospects for combinatorial synthesis of estrogens [J].

Fink, BE ;

Mortensen, DS ;

Stauffer, SR ;

Aron, ZD ;

Katzenellenbogen, JA .

CHEMISTRY & BIOLOGY, 1999, 6 (04) :205-219

[5]

Kazzouli S. E., 2002, TETRAHEDRON LETT, V43, P3193, DOI DOI 10.1016/S0040-4039(02)00471-9

[6] Solid-phase synthesis of 2-aminothiazoles [J].

Kearney, PC ;

Fernandez, M ;

Flygare, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (01) :196-200

[7] Miscellaneous alkaloids:: Amaryllidaceae, Sceletium, muscarine, imidazole, oxazole, peptide and other miscellaneous alkaloids [J].

Lewis, JR .

NATURAL PRODUCT REPORTS, 1999, 16 (03) :389-416

[8] Aerobic selective oxidation of benzyl alcohol over vanadium substituted ammonium salt of 12-molybdophosphoric acid [J].

Lingaiah, N ;

Reddy, KM ;

Babu, NS ;

Rao, KN ;

Suryanarayana, I ;

Prasad, PSS .

CATALYSIS COMMUNICATIONS, 2006, 7 (04) :245-250

[9]

MARCHALROCH C, 2000, APPL CATAL A-GEN, V33, P199

[10]

Metzger JV, 1984, COMPREHENSIVE HET 4B, V6, P328

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