Reaction between N-Isocyaniminotriphenylphosphorane, Aldehydes, and Carboxylic Acids: A One-Pot and Three-Component Synthesis of 2-Aryl-5-hydroxyalkyl-1,3,4-oxadiazoles

被引：36

作者：

Adib, Mehdi ^{[1
]}

Kesheh, Mahdi Riazati ^{[1
]}

Ansari, Samira ^{[1
]}

Bijanzadeh, Hamid Reza ^{[2
]}

机构：

[1] Univ Tehran, Univ Coll Sci, Sch Chem, Tehran, Iran

[2] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

来源：

SYNLETT | 2009年 / 10期

关键词：

2-aryl-5-hydroxyalkyl-1,3,4-oxadiazoles; N-isocyaniminotriphenylphosphorane; aldehydes; carboxylic acids; three-component reactions; cyclizations; heterocycles; MULTICOMPONENT REACTIONS; MICROWAVE IRRADIATION; (N-ISOCYANIMINO)TRIPHENYLPHOSPHORANE; POLY(AMINE-1,3,4-OXADIAZOLE)S; DERIVATIVES; AMINO;

D O I：

10.1055/s-0029-1217337

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot and three-component synthesis of 2-aryl-5-hydroxyalkyl-1,3,4-oxadiazoles is described. N-Isocyaniminotriphenylphosphorane, an aldehyde, and a carboxylic acid undergo a 1:1:1 addition reaction under mild conditions to afford the title compounds in good yields.

引用

收藏

页码：1575 / 1578

页数：4

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[1] A new, one-pot, multi-component synthesis of imines of 3-amino-2-arylimidazo[1,2-a]pyridines, 3-amino-2-arylimidazo[1,2-a]pyrazines, and 3-amino-2-arylimidazo[1,2-a]pyrimidines [J].

Abid, Mehdi ;

Sheibani, Esmail ;

Bijanzadeh, Hamid Reza ;

Zhu, Long-Guan .

TETRAHEDRON, 2008, 64 (47) :10681-10686

[2] Efficient highly diastereoselective synthesis of 1,8a-dihydro-7H-imidazo[2,1-b][1,3]oxazines [J].

Adib, M ;

Sheibani, E ;

Mostofi, M ;

Ghanbary, K ;

Bijanzadeh, HR .

TETRAHEDRON, 2006, 62 (14) :3435-3438

[3] A Novel, One-Pot, Efficient Synthesis of 2-Aroyl-1,4-diaryl-7,9-dimethyl-7,9-diazaspiro[4.5]deca-1,3-diene-6,8,10-triones [J].

Adib, Mehdi ;

Sayahi, Mohammad Hosein ;

Ziyadi, Hakimeh ;

Zhu, Long-Guan ;

Bijanzadeh, Hamid Reza .

SYNTHESIS-STUTTGART, 2008, 20 (20) :3289-3294

[4] A novel and simple synthesis of 9H-Pyrimido[4,5-b]indoles under microwave irradiation and solvent-free conditions [J].

Adib, Mehdi ;

Mohammadi, Bagher ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2008, (02) :177-180

[5] A new, one-pot, three-component synthesis of 4H-pyrido[1,2-a]-pyrimidines, 4H-pyrimido[1,2-a]pyrimidines, and 4H-pyrazino[ 1,2-a] pyrimidines [J].

Adib, Mehdi ;

Sayahi, Mohammad Hosein ;

Ziyadi, Hakimeh ;

Bijanzadeh, Hamid Reza ;

Zhu, Long-Guan .

TETRAHEDRON, 2007, 63 (45) :11135-11140

[6] A novel, one-pot and three-component synthesis of α-quinoxalinyl triphenylphosphoranes [J].

Adib, Mehdi ;

Sheibani, Esmaeil ;

Abbasi, Alireza ;

Bijanzadeh, Hamid Reza .

TETRAHEDRON LETTERS, 2007, 48 (07) :1179-1182

[7] One-pot three-component synthesis of 3-Amino-5,8-dioxo-5,8-dihydro-1H-pyrazolo[1,2-a]pyridazines [J].

Adib, Mehdi ;

Koloogani, Somayeh Aali ;

Abbasi, Alireza ;

Bijanzadeh, Hamid Reza .

SYNTHESIS-STUTTGART, 2007, (19) :3056-3060

[8] A novel, one-pot, three-component synthesis of 1,2,4-oxadiazoles under microwave irradiation and solvent-free conditions [J].

Adib, Mehdi ;

Mahdavi, Mohammad ;

Mahmoodi, Niusha ;

Pirelahi, Hooshang ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2006, (11) :1765-1767

[9] Efficient Synthesis of Imidazo[2,1-b] [1,3]benzothiazoles and 9H-Imidazo[1,2-a][1,3]benzimidazoles under Solvent-Free Conditions [J].

Adib, Mehdi ;

Sheibani, Esmail ;

Zhu, Long-Guan ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2008, (19) :2941-2944

[10] A Novel One-Pot, Three-Component Synthesis of Dialkyl 5-(Alkylamino)-1-aryl-1H-pyrazole-3,4-dicarboxylates [J].

Adib, Mehdi ;

Mohammadi, Bagher ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2008, (20) :3180-3182

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