The reaction of dialkyl acetylenedicarboxylates with 2-oxo-2-phenylacetaldehyde in the presence of primary amines: synthesis of alkyl 2-benzoyl-4-alkylamino-5-oxo-2,5-dihydro-3-furan carboxylate derivatives

Javad SAFAEI-GHOMI; Fariba SALIMI; Ali RAMAZANI

Makale detayları

The reaction of dialkyl acetylenedicarboxylates with 2-oxo-2-phenylacetaldehyde in the presence of primary amines: synthesis of alkyl 2-benzoyl-4-alkylamino-5-oxo-2,5-dihydro-3-furan carboxylate derivatives

Yazarlar:

Javad SAFAEI-GHOMI | Fariba SALIMI | Ali RAMAZANI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2012 Vol.36 Issue 3, pp.485-492

Belge Tipi:

Makale

Yayın Tarihi:

2/2012

Belge Dili:

Türkçe

Document ID (Org No.):

2000727636

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

A 3-component domino reaction approach between a primary  amine, a dialkyl acetylenedicarboxylate, and 2-oxo-2-  phenylacetaldehyde that affords novel alkyl 2-benzoyl-4-alkylamino-  5-oxo-2,5-dihydro-3-furan carboxylate derivatives is reported.  The  reaction sequence consists of an initial Michael addition of primary  amines to dialkyl acetylenedicarboxylates, followed by an aldol-like  reaction with 2-oxo-2-phenylacetaldehyde, and then g  -lactonization to afford the products.  This cascade reaction sequence  represents a rapid and unprecedented route to the described  biologically interesting molecules.

 

A 3-component domino reaction approach between a primary  amine, a dialkyl acetylenedicarboxylate, and 2-oxo-2-  phenylacetaldehyde that affords novel alkyl 2-benzoyl-4-alkylamino-  5-oxo-2,5-dihydro-3-furan carboxylate derivatives is reported.  The  reaction sequence consists of an initial Michael addition of primary  amines to dialkyl acetylenedicarboxylates, followed by an aldol-like  reaction with 2-oxo-2-phenylacetaldehyde, and then g  -lactonization to afford the products.  This cascade reaction sequence  represents a rapid and unprecedented route to the described  biologically interesting molecules.

Makale detayları

The reaction of dialkyl acetylenedicarboxylates with 2-oxo-2-phenylacetaldehyde in the presence of primary amines: synthesis of alkyl 2-benzoyl-4-alkylamino-5-oxo-2,5-dihydro-3-furan carboxylate derivatives

Yazarlar: Javad SAFAEI-GHOMI | Fariba SALIMI | Ali RAMAZANI

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2012 Vol.36 Issue 3, pp.485-492

Belge Tipi: Makale

Yayın Tarihi: 2/2012

Belge Dili: Türkçe

Document ID (Org No.): 2000727636

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Javad SAFAEI-GHOMI | Fariba SALIMI | Ali RAMAZANI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2012 Vol.36 Issue 3, pp.485-492

Belge Tipi:

Makale

Yayın Tarihi:

2/2012

Belge Dili:

Türkçe

Document ID (Org No.):

2000727636

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527