Phospha-Michael Addition to In Situ Prepared 5-Arylmethylidene Meldrum's Acids

被引：8

作者：

Adib, Mehdi ^{[1
]}

Sheikhi, Ehsan ^{[1
]}

Rezaei, Narjes ^{[1
]}

Bijanzadeh, Hamid Reza ^{[2
]}

Mirzaei, Peiman ^{[3
]}

机构：

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

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

[3] Shahid Beheshti Univ, Dept Chem, Tehran, Iran

来源：

SYNLETT | 2014年 / 25卷 / 09期

关键词：

trialkyl phosphites; aldehydes; Meldrum's acid; 2-[(dialkoxyphosphoryl)arylmethyl]malonates; phospha-Michael addition; KNOEVENAGEL ACCEPTORS; CONVENIENT SYNTHESIS; ASYMMETRIC-SYNTHESIS; INHIBITORS; DERIVATIVES; ANALOGS; HYDROPHOSPHONYLATION; PHOSPHONOMYCIN; PHOSPHONATES; FOSFOMYCIN;

D O I：

10.1055/s-0033-1341085

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

Knoevenagel condensation reaction of an aldehyde and Meldrum's acid produces a 5-arylmethylidene Meldrum's acid, which undergoes Michael addition of a trialkyl phosphite under solvent-free conditions to afford the title compounds in good yields.

引用

收藏

页码：1331 / 1334

页数：4

相关论文

共 41 条

[1]

Microwave-assisted reaction between 2-aminobenzoic acids, 2-hydroxybenzaldehydes, and arylboronic acids: a one-pot three-component synthesis of bridgehead bicyclo[4.4.0]boron heterocycles [J].

Adib, Mehdi ;

Sheikhi, Ehsan ;

Bijanzadeh, Hamid Reza ;

Zhu, Long-Guan .

TETRAHEDRON, 2012, 68 (16) :3377-3383

[2]

Solvent-free and three-component synthesis of 1H,6H-6λ5-[1,2]benzoxaphospholo[2,3-b][1,2]benzoxaphosphol-1-ones [J].

Adib, Mehdi ;

Sheikhi, Ehsan ;

Bagheri, Mehdi ;

Bijanzadeh, Hamid Reza ;

Amanlou, Masoud .

TETRAHEDRON, 2012, 68 (15) :3237-3242

[3]

One-pot synthesis of imidazo[1,2-a]pyridines from benzyl halides or benzyl tosylates, 2-aminopyridines and isocyanides [J].

Adib, Mehdi ;

Sheikhi, Ehsan ;

Rezaei, Narjes .

TETRAHEDRON LETTERS, 2011, 52 (25) :3191-3194

[4]

Solvent-Free Reaction between Anthranilic Acids and Isocyanides: A Novel Approach for the Synthesis of 2-Unsubstituted 4(3H)-Quinazolinones [J].

Adib, Mehdi ;

Karimzadeh, Morteza ;

Mahdavi, Mohammad ;

Sheikhi, Ehsan ;

Mirzaei, Peiman .

SYNLETT, 2011, (06) :834-836

[5]

Reaction between N-Isocyaniminotriphenylphosphorane, Aldimines, Meldrum's Acid and Water: Diastereoselective Synthesis of 3,4-Disubstituted N-Aminopyrrolidine-2,5-diones [J].

Adib, Mehdi ;

Ansari, Samira ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2011, (05) :619-622

[6]

Synthesis of 2-(alkylamino)-5-{alkyl[(2-oxo-2H-chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylates using a multi-component reaction in water [J].

Adib, Mehdi ;

Sheikhi, Ehsan ;

Kavoosi, Azadeh ;

Bijanzadeh, Hamid Reza .

TETRAHEDRON, 2010, 66 (47) :9263-9269

[7]

An Efficient Three-Component Synthesis of 3-(5-Alkyl/aryl-1,3,4-oxadiazol-2-yl)-3-hydroxy-1,3-dihydro-2H-indol-2-ones [J].

Adib, Mehdi ;

Sheikhi, Ehsan ;

Kavoosi, Azadeh ;

Bijanzadeh, Hamid Reza .

SYNTHESIS-STUTTGART, 2010, (23) :4082-4086

[8]

Microwave-Assisted, One-Pot Reaction of Pyridines, α-Bromoketones and Ammonium Acetate: An Efficient and Simple Synthesis of Imidazo[1,2-a]-pyridines [J].

Adib, Mehdi ;

Mohamadi, Ali ;

Sheikhi, Ehsan ;

Ansari, Samira ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2010, (11) :1606-1608

[9]

PHOSPHONOPEPTIDES, A NEW CLASS OF SYNTHETIC ANTIBACTERIAL AGENTS [J].

ALLEN, JG ;

ATHERTON, FR ;

HALL, MJ ;

HASSALL, CH ;

HOLMES, SW ;

LAMBERT, RW ;

NISBET, LJ ;

RINGROSE, PS .

NATURE, 1978, 272 (5648) :56-58

[10]

RENIN INHIBITORS - SYNTHESIS OF TRANSITION-STATE ANALOG INHIBITORS CONTAINING PHOSPHORUS-ACID DERIVATIVES AT THE SCISSILE BOND [J].

ALLEN, MC ;

FUHRER, W ;

TUCK, B ;

WADE, R ;

WOOD, JM .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (07) :1652-1661

← 1 2 3 4 5 →